WO2021206115A1 - 接着剤組成物、接着剤フィルム、接続構造体及びその製造方法 - Google Patents
接着剤組成物、接着剤フィルム、接続構造体及びその製造方法 Download PDFInfo
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- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
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- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
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- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
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- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
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- 229920000573 polyethylene Polymers 0.000 description 1
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Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3467—Heterocyclic compounds having nitrogen in the ring having more than two nitrogen atoms in the ring
- C08K5/3472—Five-membered rings
- C08K5/3475—Five-membered rings condensed with carbocyclic rings
-
- 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
- C09J11/04—Non-macromolecular additives inorganic
-
- 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
- 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
- C09J7/00—Adhesives in the form of films or foils
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J9/00—Adhesives characterised by their physical nature or the effects produced, e.g. glue sticks
- C09J9/02—Electrically-conducting adhesives
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
- H01B1/00—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors
- H01B1/20—Conductive material dispersed in non-conductive organic material
- H01B1/22—Conductive material dispersed in non-conductive organic material the conductive material comprising metals or alloys
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K2201/00—Specific properties of additives
- C08K2201/001—Conductive additives
-
- 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
- C09J2301/314—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier the adhesive layer and/or the carrier being conductive
Definitions
- the present disclosure relates to an adhesive composition, an adhesive film, a connecting structure, and a method for producing the same.
- an anisotropically conductive adhesive composition having excellent resolution and a film (adhesive film) thereof, as disclosed in Patent Documents 1 to 6, is often used.
- an anisotropic conductive adhesive containing conductive particles when connecting a glass of a liquid crystal display (Liquid Crystal Display) and a circuit member such as a TAB (Tape Automated Bonding) or an FPC (Flexible Print Circuit).
- a method of sandwiching a film between opposing electrodes to heat and pressurize is known.
- the electrodes of both base materials can be electrically connected to each other while maintaining the insulation between adjacent electrodes on the same base material.
- an electronic component having fine circuit electrodes and a circuit member are fixed by an anisotropic conductive adhesive film.
- connection method is advantageous for making the module lighter, thinner and more sensitive, it is applied to a liquid crystal display device, a display module such as electronic paper, a sensor substrate such as a touch panel, and the like.
- the circuit electrodes formed on these substrates are made of a metal material containing Ag (silver), Cu (copper), Au (gold), Al (aluminum), etc. (for example, these metals) for the purpose of reducing wiring resistance. (Simple substance or alloy, etc.) is used. Further, in recent years, metal materials containing Cu and Ag have come to be used for forming circuit electrodes from the viewpoints of price, low surface resistance, ease of processing, and the like.
- an anisotropically conductive adhesive composition is used for connecting electrodes using a metal material containing Cu and Ag
- the vicinity of the connecting portion of the electrodes is exposed to the atmosphere, so that the electrodes are easily affected by oxidation and moisture absorption.
- the adhesive force may decrease and the circuit resistance may increase due to the influence of surface oxidation, and the electrode may corrode due to the influence of moisture absorption.
- a compound containing an aromatic heterocycle such as benzotriazole is known (for example, Non-Patent Document 1).
- Japanese Unexamined Patent Publication No. 08-14821 Japanese Unexamined Patent Publication No. 08-124613 Japanese Unexamined Patent Publication No. 11-50032 Japanese Unexamined Patent Publication No. 2011-91044 Japanese Unexamined Patent Publication No. 2011-100605 Japanese Unexamined Patent Publication No. 2013-55058
- connection area of the connection structure has become smaller due to the higher definition and narrower frame of the module, but stable connectivity is required regardless of the connection area. Therefore, the adhesive composition is required to have excellent adhesiveness. However, when the adhesive composition contains the compound containing the aromatic heterocycle, the adhesive strength of the adhesive composition may decrease.
- one of the purposes of the present disclosure is to provide an adhesive composition having excellent adhesive strength while containing a compound containing an aromatic heterocycle.
- One aspect of the present disclosure relates to the adhesive composition shown below.
- Another aspect of the present disclosure relates to an adhesive film comprising a layer composed of the adhesive composition according to any one of [1] to [6].
- the adhesive film may have a multilayer structure of two or more layers.
- at least one outermost layer among the layers constituting the multilayer structure may be a layer made of the adhesive composition.
- at least one layer may be a layer containing conductive particles.
- the present disclosure is between a first circuit member having a first electrode, a second circuit member having a second electrode, and the first circuit member and the second circuit member.
- the circuit connecting member is provided with a circuit connecting member for electrically connecting the first electrode and the second electrode to each other, and the circuit connecting member is described in any one of [1] to [6].
- the present invention relates to a connecting structure containing a cured product of an adhesive composition.
- one or both of the first electrode and the second electrode may be formed of a metal material containing at least one selected from the group consisting of Cu and Ag.
- Another aspect of the present disclosure is a step of preparing a first circuit member having a first electrode and a second circuit member having a second electrode, and the first circuit member and the first circuit member.
- the present invention relates to a method for manufacturing a connection structure, comprising a step of crimping the circuit member of the above and electrically connecting the first electrode and the second electrode to each other.
- an adhesive composition having excellent adhesive strength while containing a compound containing an aromatic heterocycle.
- FIG. 1 is a schematic cross-sectional view showing an adhesive film (single layer structure) of one embodiment.
- FIG. 2 is a schematic cross-sectional view showing an adhesive film (two-layer structure) of one embodiment.
- FIG. 3 is a schematic cross-sectional view showing an adhesive film (three-layer structure) of one embodiment.
- (A) of FIG. 4 and (b) of FIG. 4 are schematic cross-sectional views showing a method of manufacturing the connection structure of one embodiment.
- FIG. 5 is a schematic cross-sectional view showing a copper electrode film pasted body produced by using the adhesive film (single layer structure) of the example.
- FIG. 6 is a schematic cross-sectional view showing a copper electrode film affixed body produced by using the adhesive film (two-layer structure) of the example.
- FIG. 7 is a schematic cross-sectional view showing a copper electrode film affixed body produced by using the adhesive film (three-layer structure) of the example.
- FIG. 8 is a schematic cross-sectional view showing a copper electrode film affixed body produced by using the adhesive film of the comparative example.
- the present disclosure is not limited to the following embodiments.
- the numerical range indicated by using "-" indicates a range including the numerical values before and after "-" as the minimum value and the maximum value, respectively.
- the upper limit value and the lower limit value described individually can be arbitrarily combined.
- the adhesive composition of one embodiment contains an adhesive component and conductive particles dispersed in the adhesive component.
- the conductive particles are not particularly limited as long as they are conductive particles, and are metal particles made of metals such as Au, Ag, Ni, Cu, Pd, and solder, and conductive carbon particles made of conductive carbon. And so on.
- the conductive particles may be coated conductive particles including a nucleus containing non-conductive glass, ceramic, plastic (polystyrene, etc.) and a coating layer containing the metal or conductive carbon and coating the nucleus. ..
- the conductive particles may be metal particles formed of a heat-meltable metal or coated conductive particles including a nucleus containing plastic and a coating layer containing metal or conductive carbon and covering the nucleus. ..
- the conductive particles include a nucleus made of polymer particles (plastic particles) such as polystyrene and a metal layer covering the nucleus.
- the polymer particles may be substantially entirely coated with a metal layer on their surface. A part of the surface of the polymer particles may be exposed without being covered with the metal layer as long as the function as a circuit connecting material is maintained.
- the polymer particles may be, for example, particles containing a polymer containing at least one monomer selected from the group consisting of styrene and divinylbenzene as a monomer unit.
- the average particle size of the polymer particles is, for example, 1 to 40 ⁇ m, and may be 1 to 30 ⁇ m from the viewpoint of high-density mounting.
- the average particle size of the polymer particles is 2 to 20 ⁇ m from the viewpoint of maintaining a more stable connection state even when the surface uniformity of the electrodes varies (such as when the surface of the electrodes has irregularities). May be good.
- the average particle size of the polymer particles may be 1 ⁇ m or more or 2 ⁇ m or more, and may be 40 ⁇ m or less, 30 ⁇ m or less, or 20 ⁇ m or less.
- the metal layer may be formed of various metals such as Ni, Ni / Au, Ni / Pd, Cu, NiB, Ag, and Ru.
- the metal layer may be an alloy layer made of an alloy of Ni and Au, an alloy of Ni and Pd, and the like.
- the metal layer may have a multi-layer structure composed of a plurality of metal layers.
- the metal layer may consist of a Ni layer and an Au layer.
- the thickness of the metal layer may be 10 nm or more or 20 nm or more, 500 nm or less or 300 nm or less, and may be 10 to 500 nm or 20 to 300 nm.
- the metal layer may be produced by plating, vapor deposition, sputtering or the like.
- the metal layer may be a thin film (for example, a thin film formed by plating, vapor deposition, sputtering, or the like).
- the conductive particles may have an insulating layer.
- an insulating layer covering the coating layer is provided outside the coating layer of the conductive particles of the above embodiment including a nucleus (for example, polymer particles) and a coating layer such as a metal layer covering the nucleus. It may have been done.
- the insulating layer may be a resurface layer located on the resurface of the conductive particles.
- the insulating layer may be a layer formed of an insulating material such as silica or acrylic resin.
- the average particle size of the conductive particles may be 1.0 ⁇ m or more, 2.0 ⁇ m or more, or 2.5 ⁇ m or more from the viewpoint of excellent dispersibility and conductivity.
- the average particle size of the conductive particles may be 50 ⁇ m or less, 30 ⁇ m or less, or 20 ⁇ m or less from the viewpoint of excellent dispersibility and conductivity. From the above viewpoint, the average particle size of the conductive particles may be 1.0 to 50 ⁇ m, 2.0 to 30 ⁇ m, or 2.5 to 20 ⁇ m.
- the maximum particle size of the conductive particles is smaller than the minimum distance between the electrodes (the shortest distance between adjacent electrodes).
- the maximum particle size of the conductive particles may be 1.0 ⁇ m or more, 2.0 ⁇ m or more, or 2.5 ⁇ m or more from the viewpoint of excellent dispersibility and conductivity.
- the maximum particle size of the conductive particles may be 50 ⁇ m or less, 30 ⁇ m or less, or 20 ⁇ m or less from the viewpoint of excellent dispersibility and conductivity. From the above viewpoint, the maximum particle size of the conductive particles may be 1.0 to 50 ⁇ m, 2.0 to 30 ⁇ m, or 2.5 to 20 ⁇ m.
- the particle size of 300 arbitrary particles is measured by observation using a scanning electron microscope (SEM), and the average value of the obtained particle sizes is taken as the average particle size. The largest value is the maximum particle size of the particles.
- the particle size of the particle is the diameter of a circle circumscribing the particle in the SEM image.
- the content of conductive particles is determined according to the fineness of the electrodes to be connected.
- the content of the conductive particles is 100 parts by mass with respect to 100 parts by mass of the adhesive component (that is, when the total of the components other than the conductive particles among the non-volatile components contained in the adhesive composition is 100 parts by mass).
- 0.1 to 50 parts by mass from the viewpoint of insulating property and manufacturing cost, the content of the conductive particles may be 0.1 to 30 parts by mass with respect to 100 parts by mass of the adhesive component.
- the content of the conductive particles may be 0.1 part by mass or more, 50 parts by mass or less, or 30 parts by mass or less with respect to 100 parts by mass of the adhesive component.
- the adhesive component is defined as a non-volatile component other than the conductive particles in the adhesive composition.
- the non-volatile component refers to a component in which the amount volatilized when heated at 70 ° C. for 10 minutes is 20% by mass or less of the total.
- the adhesive composition contains an organic solvent described later, among the components other than the conductive particles in the adhesive composition, the components other than the organic solvent are referred to as non-volatile components.
- the adhesive component is composed of, for example, a material having an insulating property, and has an insulating property as a whole.
- the adhesive component is bonded to an aromatic heterocycle and an aromatic heterocycle, and has an alkyl chain having 3 or more carbon atoms (hereinafter, also referred to as “long chain alkyl”) and an alkylene chain having 3 or more carbon atoms (hereinafter, “long”). It also contains at least a side chain group containing at least one selected from the group consisting of (also referred to as “chain alkylene”) and a compound containing (hereinafter, also referred to as "aromatic heterocyclic compound A").
- the alkyl chain means a monovalent aliphatic saturated hydrocarbon chain
- the alkylene chain means a divalent aliphatic saturated hydrocarbon chain.
- the adhesive component contains a curable component that is cured by heat or light, and an aromatic heterocyclic compound A.
- Curable components include, for example, radically polymerizable compounds and free radical generators.
- the curable component is cured by heat or light to produce a polymer organic component.
- the adhesive composition containing such an adhesive component has heat or photocurability.
- the radically polymerizable compound is a compound containing a functional group that is polymerized by a radical, and examples thereof include an acrylate compound, a methacrylate compound, and a maleimide compound.
- the content of the radically polymerizable compound may be, for example, 30% by mass or more, 80% by mass or less, or 30 to 80% by mass, based on the total amount of the adhesive component.
- acrylate compound and methacrylate compound examples include urethane acrylate, urethane methacrylate, methyl acrylate, ethyl acrylate, isopropyl acrylate, isobutyl acrylate, ethylene glycol diacrylate, diethylene glycol diacrylate, triethylene glycol diacrylate, and dimethylol tricyclodecane diacrylate.
- Trimethylol Propane Triacrylate Tetramethylol Methan Tetraacrylate, 2-Hydroxy-1,3-Diacryloxypropane, 2,2-Bis [4- (Acryloxymethoxy) Phenyl] Propane, 2,2-Bis [4 -(Acryloxipolyethoxy) phenyl] propane, dicyclopentenyl acrylate, tricyclodecanyl acrylate, bis (acryloxyethyl) isocyanurate, ⁇ -caprolactone-modified tris (acryloxyethyl) isocyanurate, and tris (acryloxyethyl) ) Isocyanurate can be mentioned.
- the radically polymerizable compound may be used alone or in combination of two or more.
- the radically polymerizable compound may be urethane acrylate or urethane methacrylate from the viewpoint of adhesiveness.
- urethane acrylate or urethane methacrylate and a radically polymerizable compound that alone exhibits Tg of 100 ° C. or higher when crosslinked with an organic peroxide compound are used in combination. good.
- examples of the radically polymerizable compound that alone exhibits Tg of 100 ° C. or higher when crosslinked with an organic peroxide compound include compounds containing a dicyclopentenyl group and / or a tricyclodecanyl group.
- the radically polymerizable compound may be a compound containing a tricyclodecanyl group.
- the viscosity of the radically polymerizable compound at 25 ° C. is, for example, 100,000 to 1,000,000 mPa ⁇ s, and may be 100,000 to 500,000 mPa ⁇ s.
- the viscosity of the radically polymerizable compound at 25 ° C. may be 100,000 mPa ⁇ s or more, and may be 1,000,000 mPa ⁇ s or less or 500,000 mPa ⁇ s or less.
- the viscosity of the radically polymerizable compound at 25 ° C. can be measured using a commercially available E-type viscometer.
- the free radical generator is a compound that decomposes by heat or light to generate free radicals, and is, for example, a peroxide compound or an azo compound.
- the free radical generator is appropriately selected according to the target connection temperature, connection time, pot life, and the like.
- the free radical generator is, for example, one or more compounds selected from the group consisting of benzoyl peroxide, diacyl peroxide, peroxydicarbonate, peroxyester, peroxyketal, dialkyl peroxide and hydroperoxide. It's okay. From the viewpoint of high reactivity and pot life, the free radical generator may be an organic peroxide compound having a half-life of 10 hours at a temperature of 40 ° C. or higher and a half-life of 1 minute at a temperature of 180 ° C. or lower. ..
- the content of the free radical generator may be 0.05% by mass or more, 15% by mass or less, or 0.05 to 15% by mass based on the total amount of the adhesive component.
- the free radical generator may be used in combination with a decomposition accelerator, an inhibitor, or the like.
- the adhesive component of this embodiment may further contain a polymerization inhibitor.
- the polymerization inhibitor may be a hydroquinone compound, a methyl ether hydroquinone compound, or the like.
- the content of the polymerization inhibitor may be 0.05% by mass or more, 5% by mass or less, and may be 0.05 to 5% by mass, based on the total amount of the adhesive components.
- the aromatic heterocyclic compound A is an organic compound containing an aromatic heterocycle and a side chain group bonded to the aromatic heterocycle.
- An aromatic heterocycle is defined as an aromatic ring containing one or more complex atoms (heteroatoms) in the ring, and is composed of a carbon atom and a complex atom.
- the complex atom include a nitrogen atom, a sulfur atom and an oxygen atom.
- the complex atom acts as a Lewis base on the metal surface constituting the electrode and becomes a ligand.
- the complex atom may contain a nitrogen atom, a sulfur atom or an oxygen atom from the viewpoint that the strength as a Lewis base is strong and the connection reliability can be further improved.
- the complex atom contains a nitrogen atom, the effect of improving the connection reliability tends to be remarkably obtained. That is, from the viewpoint that the connection reliability can be remarkably improved, the aromatic heterocycle may be a nitrogen-containing aromatic heterocycle.
- the number of complex atoms contained in the aromatic heterocycle may be 1 or more or 2 or more, may be 4 or less, and may be 1 to 4 or 2 to 4.
- the aromatic heterocycle may contain a plurality of one type of complex atoms, and may contain a plurality of types of complex atoms.
- the aromatic heterocycle may contain, for example, a nitrogen atom and an oxygen atom, may contain a nitrogen atom and a sulfur atom, and may contain a nitrogen atom, an oxygen atom and a sulfur atom.
- the aromatic heterocycle may further contain other atoms (sulfur atom, oxygen atom, etc.) in addition to the carbon atom and the nitrogen atom.
- the aromatic heterocycle is, for example, a 5-membered ring or a 6-membered ring.
- the aromatic heterocycle may be a 5-membered ring from the viewpoint of the effect of the present disclosure.
- Examples of the 5-membered ring include a pyrazole ring, an imidazole ring, a triazole ring, a tetrazole ring, a thiazole ring, a thiadiazole ring, an oxazole ring, a pyrrole ring, a furan ring, and a thiophene ring.
- Examples of the 6-membered ring include a pyrimidine ring, a pyridine ring, a pyridazine ring, a pyrazine ring, a triazine ring and the like.
- the aromatic heterocycle is a pyrazole ring, an imidazole ring, a triazole ring, a tetrazole ring, a thiazole ring, a thiadiazole ring, an oxazole ring or a pyrimidine ring from the viewpoint of suppressing an increase in connection resistance and further improving connection reliability. good.
- the aromatic heterocycle is a pyrazole ring, an imidazole ring, a triazole ring, a tetrazole ring, a thiazole ring, a thiadiazole ring or an oxazole ring
- the effect of improving the connection reliability tends to be remarkably obtained.
- the aromatic heterocycle is a triazole ring, a tetrazole ring or a thiadiazole ring, the effect of improving the connection reliability tends to be obtained more remarkably.
- the number of aromatic heterocycles contained in the aromatic heterocyclic compound A may be one or may be plural.
- the aromatic heterocyclic compound A contains a plurality of aromatic heterocycles
- the plurality of aromatic heterocycles may be the same or different from each other.
- the aromatic heterocycle may or may not be condensed with another ring. That is, the aromatic heterocyclic compound A may contain a monocycle composed of an aromatic heterocycle, or may contain a condensed ring containing an aromatic heterocycle.
- the other ring may be an aromatic heterocycle or an aromatic carbocycle. That is, the aromatic heterocyclic compound A may have a ring other than the aromatic heterocycle, or may not have a ring other than the aromatic heterocycle.
- the other ring may be an aromatic carbocycle in view of the effects of the present disclosure.
- the aromatic carbocycle is an aromatic ring composed of only carbon atoms and hydrogen atoms, and is a ring containing no complex atom in the ring.
- Examples of the aromatic carbocycle include a benzene ring.
- Examples of the fused ring containing an aromatic carbocycle and an aromatic heterocycle include a benzimidazole ring, a benzotriazole ring, a benzothiazole ring, a benzoxazole ring and the like.
- the side chain group may be directly bonded to the aromatic heterocycle. That is, the side chain group may be a substituent that replaces a carbon atom constituting an aromatic complex ring or a hydrogen atom bonded to the complex atom.
- the side chain group may be indirectly bonded to the aromatic heterocycle by directly bonding to a ring other than the aromatic heterocycle (for example, an aromatic carbocycle) in the condensed ring containing the aromatic heterocycle. .. That is, the side chain group may be a substituent that substitutes a hydrogen atom bonded to a carbon atom constituting a ring other than the aromatic heterocycle.
- the side chain group may be directly attached to the complex atom in the aromatic heterocycle from the viewpoint of the effect of the present disclosure.
- the number of side chain groups may be one or more. The number of side chain groups is, for example, 3 or less.
- Side chain groups include long chain alkyl and / or long chain alkylene.
- the side chain group may contain a plurality of long chain alkyls, may contain a plurality of long chain alkylenes, and may contain one or more long chain alkyls and one or more long chain alkylenes.
- the side chain group may contain two or more long chain alkyls from the viewpoint of superior adhesive strength. That is, the side chain group may contain two or more alkyl chains having 3 or more carbon atoms.
- the number of long chain alkyls is, for example, 3 or less or 2 or less.
- the long-chain alkyl and the long-chain alkylene have 3 or more carbon atoms, and may be 4 or more, 5 or more, 6 or more, 7 or more, or 8 or more from the viewpoint of superior adhesive strength.
- the carbon number of the long-chain alkyl and the long-chain alkylene may be 30 or less, 20 or less, 15 or less, or 10 or less from the viewpoint of suppressing the decrease in coordination ability due to the increase in steric hindrance. From the above viewpoint, the carbon number of the long chain alkyl and the long chain alkylene is, for example, 3 to 30.
- the long-chain alkyl and the long-chain alkylene may be linear or branched.
- the carbon number of the main chain of the long-chain alkyl (the chain having the maximum number of continuous carbons) may be within the above range.
- the carbon number of the main chain of the long chain alkylene (the chain having the maximum number of continuous carbons) may be within the above range.
- long-chain alkyl examples include propyl, butyl, pentyl, hexyl, heptyl, octyl, isobutyl, sec-butyl, isopentyl, neopentyl, tert-pentyl, isohexyl and the like.
- Specific examples of the long-chain alkylene include trimethylene, butylene, tetramethylene, 1-methyltrimethylene, 2-methyltrimethylene, 1,1-dimethylethylene, 1,2-dimethylethylene and the like.
- the side chain group may contain a functional group other than the long chain alkyl and the long chain alkylene.
- a functional group include an amino group, a silyl group (alkoxysilyl group, alkylsilyl group, etc.), a hydroxyl group, an ester group, a mercapto group, and the like.
- the side chain group may contain an alkoxysilyl group from the viewpoint of superior adhesive strength.
- alkoxysilyl group examples include a methoxysilyl group, a dimethoxysilyl group, a trimethoxysilyl group, an ethoxysilyl group, a diethoxysilyl group, a triethoxysilyl group, a proproxysilyl group, a butoxysilyl group, and an isoproproxysilyl group. ..
- the functional group may be a substituent that replaces a hydrogen atom bonded to a carbon atom of a long-chain alkyl or a long-chain alkylene.
- the number of the functional groups contained in the side chain group may be one or two or more.
- the type of the functional group contained in the side chain group may be one type or two or more types.
- the radically polymerizable compound may contain a functional group that reacts with and binds to the alkoxysilyl group.
- a functional group include a hydroxyl group, a carboxyl group, an alkoxysilyl group and the like.
- the alkoxysilyl group may be the same as or different from the alkoxysilyl group contained in the side chain group.
- the side chain group may contain a linking group for attaching a long chain alkyl and / or a long chain alkylene to an aromatic heterocycle.
- the linking group is directly bonded to an aromatic heterocycle or a condensed ring containing an aromatic heterocycle.
- the linking group is, for example, a divalent or trivalent group (for example, an organic group) containing a complex atom such as a nitrogen atom, a sulfur atom, or an oxygen atom.
- the side chain group does not contain a linking group and may be bonded to the aromatic heterocycle by directly bonding the long-chain alkyl or long-chain alkylene to the aromatic heterocycle or the condensed ring containing the aromatic heterocycle.
- the aromatic heterocycle may be substituted with a substituent other than the above side chain group.
- a substituent may be, for example, a hydrocarbon group (excluding those containing a long-chain alkyl or a long-chain alkylene), and may be the above-mentioned functional group that can be contained in a side chain group.
- the hydrocarbon group may be an alkyl group or the like.
- the content of the aromatic heterocyclic compound is based on 100 parts by mass of the adhesive component (that is, the adhesive composition) from the viewpoint of being superior in adhesive strength and suppressing an increase in connection resistance to improve connection reliability.
- the adhesive component that is, the adhesive composition
- the non-volatile components contained in the product when the total of the components other than the conductive particles is 100 parts by mass), 0.01 parts by mass or more, 0.1 parts by mass or more, 0.2 parts by mass or more, 0.5 It may be 1 part by mass or more, 1 part by mass or more, 2 parts by mass or more, 3 parts by mass or more, or 4 parts by mass or more.
- the content of the aromatic heterocyclic compound is 10 parts by mass or less, 8 parts by mass or less, 5 parts by mass or less, from the viewpoint of superior adhesive strength and suppressing an increase in connection resistance to improve connection reliability. It may be 2 parts by mass or less or 1 part by mass or less. From the above viewpoint, the content of the aromatic heterocyclic compound is, for example, 0.01 to 10 parts by mass, 0.1 to 8 parts by mass, 0.2 to 5 parts by mass with respect to 100 parts by mass of the adhesive component. It may be 0.5 to 2 parts by mass, 0.5 to 1 part by mass, 1 to 10 parts by mass, 2 to 8 parts by mass, 3 to 8 parts by mass, 3 to 5 parts by mass, or 4 to 5 parts by mass.
- the adhesive component contains a thermosetting resin and the above-mentioned aromatic heterocyclic compound.
- Thermosetting resins include, for example, epoxy resin, cyanate ester resin, maleimide resin, allylnadiimide resin, phenol resin, urea resin, alkyd resin, acrylic resin, unsaturated polyester resin, diallylphthalate resin, silicone resin, resorcinol formaldehyde resin. , Xylene resin, furan resin, polyurethane resin, ketone resin, triallyl cyanurate resin, polyisocyanate resin, tris (2-hydroxyethyl) isocyanurate-containing resin, triallyl trimeritato-containing resin, cyclopentadiene. Examples thereof include a thermosetting resin synthesized from, a thermosetting resin obtained by quantifying aromatic disianamide, and the like.
- thermosetting resin these are used individually by 1 type or in combination of 2 or more types.
- the content of the thermosetting resin may be, for example, 20% by mass or more, 50% by mass or less, or 20 to 50% by mass, based on the total amount of the adhesive component.
- the adhesive component may further contain a curing agent.
- the curing agent may be, for example, a catalytic type curing agent.
- the catalytic curing agent may be hydrazide, boron trifluoride-amine complex, sulfonium salt, amineimide, diaminomaleonitrile, polyamine salt, dicyandiamide or the like, or may be a modified product thereof.
- the curing agent may be a heavy addition type curing agent such as polyamine, polymercaptan, polyphenol, acid anhydride and the like.
- a heavy addition type curing agent and a catalytic type curing agent can be used in combination.
- the curing agent may be used alone or in combination of two or more.
- the content of the curing agent may be 0.5% by mass or more, 15% by mass or less, and 0.5 to 15% by mass based on the total amount of the adhesive components.
- the curing agent is obtained by coating the above-mentioned curing agent with a polymer compound such as polyurethane or polyester, a metal thin film such as Ni or Cu, or an inorganic compound such as calcium silicate and microencapsulating it. May be good. With such a curing agent, the pot life can be extended.
- the adhesive component contains the above-mentioned radically polymerizable compound, a free radical generator, a thermosetting resin, and an aromatic heterocyclic compound.
- the total content of the radically polymerizable compound and the content of the thermosetting resin may be, for example, 50% by mass or more and 80% by mass or less based on the total amount of the adhesive components. It may be 50 to 80% by mass.
- the adhesive component further contains a filler such as silicone particles, a softening agent, an accelerator, an antiaging agent, a coloring agent, a flame retardant agent, a thixotropic agent, a coupling agent, and the like.
- a filler such as silicone particles, a softening agent, an accelerator, an antiaging agent, a coloring agent, a flame retardant agent, a thixotropic agent, a coupling agent, and the like.
- the filler is, for example, non-conductive particles, and in addition to nanofillers such as silica and alumina, urethane and ester-based organic fillers can also be used. These fillers are effective not only in controlling the elastic modulus of the resin but also in controlling the film formability and the softening point.
- the adhesive component may contain a compound having an aromatic heterocycle in addition to the aromatic heterocyclic compound A.
- a compound having an aromatic heterocycle include 5-methyltetrazole, 5-amino-1H-tetrazole, 3-mercapto-1,2,4-triazole, benzotriazole, 2-aminopyrimidine, 5,6-dimethylbenzimidazole, and the like.
- Examples thereof include 2-amino-5-mercapto-1,3,4-thiazazole, 2-mercaptopyrimidine, 2-mercaptobenzoxazole, 2-mercaptobenzothiazole, 2-mercaptobenzimidazole and the like.
- the adhesive composition does not have to contain conductive particles.
- the adhesive composition may be in the form of a paste or in the form of a film. From the viewpoint of handleability, the adhesive composition may be formed in the form of a film.
- the adhesive composition may contain a solvent such as an organic solvent. Examples of the organic solvent include toluene, hexane, acetone, ethyl acetate, methyl ethyl ketone, ethanol and the like.
- the adhesive composition does not have to contain substantially an organic solvent.
- the content of the organic solvent in the film-shaped adhesive composition is, for example, 1% by mass or less based on the total amount of the adhesive composition.
- the adhesive component may contain an insulating resin other than the thermosetting resin described above as the film-forming component in order to enhance the film-forming property.
- the insulating resin include polystyrene, polyethylene, polyvinyl butyral, polyvinyl formal, polyimide, polyamide, polyvinyl chloride, polyphenylene oxide, urea resin, phenoxy resin, polyimide resin, polyester urethane resin and the like.
- the insulating resin may be a high molecular weight phenoxy resin having a weight average molecular weight of 10,000 or more determined by high performance liquid chromatography (HPLC) from the viewpoint of further enhancing connection reliability.
- the adhesive component may contain a resin obtained by modifying these resins with a radically polymerizable functional group, and contains a mixture of these resins and a styrene resin or an acrylic resin for adjusting the melt viscosity and the like. You may. In another embodiment, the adhesive component may contain rubber to enhance film formability.
- the adhesive composition described above exhibits excellent adhesive strength when used as a material (circuit connection material) for connecting circuit members to each other, particularly for electrical connection between electrodes of the circuit members. That is, the adhesive composition is preferably used as a circuit connecting material, and particularly preferably used as an anisotropic conductive adhesive composition for connecting circuit members to each other.
- the adhesive composition is preferably used as a circuit connecting material, and particularly preferably used as an anisotropic conductive adhesive composition for connecting circuit members to each other.
- the aromatic heterocyclic compound is unevenly distributed on the surface side of the electrode to be adhered, and the radically polymerizable compound produced by curing the adhesive composition. Adhesion between the polymer organic component such as a polymer and the object to be adhered was inhibited by the above aromatic heterocyclic compound.
- the long-chain alkyl and / or the long-chain alkylene contained in the aromatic heterocyclic compound interacts with the high molecular weight organic component generated after curing, so that the adhesion target is obtained. It is presumed that the above-mentioned effect can be obtained because the adhesion of the above is improved.
- the above effect tends to be remarkable when one or both of the electrodes to be adhered are formed of a metal material containing at least one selected from the group consisting of Cu and Ag.
- the adhesive film comprises, for example, a layer made of the adhesive composition of the above embodiment.
- the adhesive film is suitably used as a circuit connecting material, and is particularly preferably used as an anisotropic conductive adhesive film for connecting circuit members to each other.
- the adhesive film may have a multilayer structure and may further include a layer containing conductive particles, as will be described later.
- the adhesive composition containing conductive particles is referred to as the adhesive composition of the first embodiment
- the adhesive composition not containing conductive particles is referred to as an adhesive composition of the first embodiment. It is referred to as an adhesive composition of the second embodiment.
- FIG. 1 is a schematic cross-sectional view showing an adhesive film of one embodiment.
- the adhesive film 1 is composed of a single layer composed of an adhesive component 2 and conductive particles 3 dispersed in the adhesive component 2.
- the adhesive component 2 and the conductive particles 3 may be the above-mentioned adhesive component and conductive particles in one embodiment.
- the thickness of the adhesive film 1 may be, for example, 10 ⁇ m or more, 50 ⁇ m or less, and 10 to 50 ⁇ m.
- a base material 100 for example, PET film
- the adhesive film may be an adhesive film with a base material in one embodiment.
- the paste of the adhesive composition of the first embodiment is applied onto the base material 100 using a knife coater, a roll coater, an applicator, or the like, and then the organic solvent is reduced by heating. Can be obtained at.
- the adhesive film 1 may have a multilayer structure of two or more layers.
- at least one outermost layer (the outermost layer) among the layers constituting the multilayer structure is a layer made of the adhesive composition of the above embodiment.
- the multilayer structure may be, for example, a structure including a layer containing conductive particles and a layer not containing conductive particles.
- the multilayer structure includes a layer containing conductive particles 3A (a layer composed of an adhesive component 2A and conductive particles 3A dispersed in the adhesive component 2A) 1A. It may have a two-layer structure composed of a layer (layer composed of the adhesive component 2B) 1B that does not contain conductive particles.
- At least one layer may be a layer composed of the adhesive composition of the above embodiment (adhesive composition of the first embodiment or the adhesive composition of the second embodiment), and both layers may be the above. It may be a layer composed of the adhesive composition of the embodiment.
- the multilayer structure is provided on the layer 1A containing the conductive particles 3A (layer composed of the adhesive component 2A and the conductive particles 3A dispersed in the adhesive component 2A) 1A and both sides thereof. It may have a three-layer structure composed of layers (layers composed of adhesive components 2B and 2C) 1B and 1C that do not contain the conductive particles.
- At least one of the outermost layers 1B and 1C not containing the conductive particles 3A may be a layer made of the adhesive composition of the above embodiment (adhesive composition of the second embodiment).
- Both outermost layers may be a layer composed of the adhesive composition of the above embodiment (adhesive composition of the second embodiment).
- the layer 1A containing the conductive particles 3A may be a layer made of the adhesive composition of the above embodiment (adhesive composition of the first embodiment).
- the multi-layered adhesive film may contain, for example, a plurality of layers 1A containing the conductive particles 3A. These multi-layered adhesive films are suitable for narrow pitch connection because conductive particles can be efficiently arranged on the electrodes.
- the adhesive film may further have an adhesive layer that exhibits high adhesiveness to each of the circuit members to be connected in consideration of the adhesiveness to the circuit members.
- the multilayer structure may be, for example, a structure including a layer containing the aromatic heterocyclic compound A (a layer composed of the adhesive composition of the above embodiment) and a layer not containing the aromatic heterocyclic compound A. ..
- the layer containing the aromatic heterocyclic compound A and the layer not containing the aromatic heterocyclic compound A may be the outermost layers (layers exposed to the outside) of the adhesive film, respectively.
- the multilayer structure is composed of a layer containing the aromatic heterocyclic compound A (a layer composed of the adhesive composition of the above embodiment) and a layer not containing the aromatic heterocyclic compound A. It may have a layered structure.
- the adhesive film having such a multilayer structure only one of the electrodes of the circuit member to be connected can be selectively brought into contact with the layer containing the aromatic heterocyclic compound A.
- the layer containing the adhesive film By forming the layer containing the adhesive film, the adhesive film exhibits high adhesiveness to each of the circuit members to be connected, and the circuit members can be more firmly bonded to each other.
- the layer containing no aromatic heterocyclic compound A does not contain a compound having an aromatic heterocycle other than the aromatic heterocyclic compound A, the above effect tends to be obtained more remarkably.
- the method for manufacturing the connection structure of one embodiment includes a step of preparing a first circuit member having a first electrode and a second circuit member having a second electrode, and a first circuit member.
- a step of electrically connecting the electrode of the above and the second electrode to each other is provided.
- a paste containing the adhesive composition (adhesive paste) may be arranged, or a film containing the adhesive composition (adhesive film) may be arranged.
- a method for manufacturing a connection structure using the adhesive film 1 will be described with reference to the drawings.
- FIG. 4A a first circuit member 6 having a first electrode 5 provided on the first base material 4 and the first base material 4, and a second group.
- a second circuit member 9 having a second electrode 8 provided on the material 7 and the second base material 7 is prepared.
- the first circuit member 6 and the second circuit member 9 are arranged so that the first electrode 5 and the second electrode 8 face each other, and the first circuit member 6 and the second circuit are arranged.
- the adhesive film 1 is arranged between the member 9 and the member 9.
- the adhesive film 1 is cured while pressurizing the whole in the directions of arrows A and B.
- the pressure during pressurization may be, for example, 1 to 10 MPa per total connection area.
- the method of curing the adhesive film 1 may be a method of heating, or a method of using light irradiation in combination with heating.
- the heating may be performed at, for example, 100 to 170 ° C.
- Pressurization and heating (irradiation with light if necessary) may be performed, for example, for 1 to 160 seconds.
- the first circuit member 6 and the second circuit member 9 are pressure-bonded via the cured product of the adhesive composition constituting the adhesive film 1.
- the adhesive film 1 is arranged between the first circuit member 6 and the second circuit member 9, but as another embodiment, the adhesive paste (paste form) is used instead of the adhesive film. (Adhesive composition) may be applied onto the first circuit member 6 and / or the second circuit member 9.
- the connection structure 11 of one embodiment obtained in this way has a first base material 4 and a first electrode provided on the first base material 4.
- a circuit connecting member 10 which is arranged between the first electrode 5 and the second circuit member 9 and electrically connects the first electrode 5 and the second electrode 8 to each other is provided.
- the circuit connection member 10 is composed of a cured product of the adhesive composition, and is composed of a cured product 12 of the adhesive component 2 and conductive particles 3 dispersed in the cured product 12.
- the first electrode 5 and the second electrode 8 are electrically connected to each other by interposing the conductive particles 3 between the first electrode 5 and the second electrode 8. ing.
- first base material 4 and the second base material 7 examples include a plastic substrate, a glass substrate, glass and / or a composite substrate having a plastic substrate and a conductive film and / or an insulating film provided on the substrate. Can be mentioned.
- the first base material 4 and the second base material 7 may be the same as or different from each other.
- the plastic substrate is, for example, an organic substrate formed of a thermoplastic resin.
- an organic material containing at least one thermoplastic resin selected from the group consisting of polyimide (PI), polyethylene terephthalate (PET), polycarbonate (PC), cycloolefin polymer (COP) and polyethylene naphthalate (PEN). Examples thereof include an organic substrate formed of.
- the plastic substrate may further have a modified treatment film such as a hard coat and / or a protective film formed on the surface of the organic substrate to improve optical and mechanical properties.
- a reinforcing material selected from glass material, SUS and the like may be attached to the organic substrate.
- the thickness of the plastic substrate may be 10 to 200 ⁇ m or 10 to 125 ⁇ m from the viewpoint of ensuring the strength and bendability of the substrate alone.
- the thickness of the plastic substrate may be 10 ⁇ m or more, 200 ⁇ m or less, and 125 ⁇ m or less.
- the electrodes on the plastic substrate may be broken or cracked due to heating and pressurization for crimping between circuit members. Further, regarding the connection of electrodes that are difficult to form a sufficient electrical connection, it is necessary to crimp the circuit member under conditions of lower temperature or lower stress in order to suppress damage to the electrodes.
- the adhesive film 1 of the present embodiment may also have an advantageous effect in these respects as compared with the conventional material.
- the glass substrate may be made of soda glass, quartz glass, or the like. From the viewpoint of preventing damage due to external stress, a substrate made of these materials may be chemically strengthened.
- the composite substrate has a glass substrate and / or a plastic substrate, and an insulating film and / or a conductive film provided on the surface of the substrate and composed of polyimide or a colored organic or inorganic material for decoration. good.
- the electrodes may be formed on the insulating film.
- the combination of the first base material 4 and the second base material 7 is not particularly limited, and is, for example, a combination in which the first base material 4 is a plastic substrate and the second base material 7 is a plastic substrate. It may be a combination in which the first base material 4 is a plastic substrate and the second base material 7 is a glass substrate or a composite substrate.
- the above-mentioned adhesive film 1 is used for FOP (Film on Plastic Substrate) connection.
- Examples of the electrode material forming the first electrode 5 and the second electrode 8 include metals such as Ag, Ni, Al, Au, Cu, Ti, and Mo, ITO, IZO, silver nanowires, carbon nanotubes, and the like.
- the transparent conductor of is mentioned.
- the first electrode and the second electrode are formed of a metal material containing at least one selected from the group consisting of Cu and Ag, the rust preventive effect of the aromatic heterocyclic compound A is remarkable. Tends to be obtained. From the standpoint of reducing connection resistance and availability, one or both of the first and second electrodes are formed of a metal material containing Cu (eg, copper, copper alloy, or copper oxide). You may be.
- the electrode in contact with the outermost layer containing the aromatic heterocyclic compound A is selected from the group consisting of Cu and Ag. It may be an electrode made of a metal material containing at least one kind.
- the electrode in contact with the outermost layer (layer made of the adhesive composition of the above embodiment) containing the aromatic heterocyclic compound A is a metal material containing Cu from the viewpoint of reducing connection resistance and availability. For example, it may be an electrode made of copper, a copper alloy, or a copper oxide).
- the first electrode 5 and the second electrode 8 may be made of the same material or different materials.
- a surface layer such as an oxide or nitride film, an alloy film, or an organic film may be provided on the first electrode 5 and the second electrode 8 from the viewpoint of preventing disconnection.
- the first circuit member 6 and the second circuit member 9 may be provided with one first electrode 5 and one second electrode 8, respectively, and a plurality of first electrodes 5 and second electrodes 5 and second electrodes may be provided.
- the electrodes 8 may be provided at predetermined intervals.
- the first circuit member 6 a printed circuit board, a glass substrate in which a circuit is formed by ITO or the like may be used.
- the base material (second base material 7) in the second circuit member 9 is, for example, a plastic substrate.
- the first circuit member 6 an electronic component such as an active element such as a semiconductor chip, a transistor, a die, a thyristor, or a passive element such as a capacitor, a resistor, or a coil can be used.
- the base material (second base material 7) in the second circuit member 9 is, for example, a plastic substrate, a glass substrate, or a composite substrate.
- the first circuit member 6 is an IC chip and the second base material 7 is a plastic substrate, the above-mentioned adhesive film 1 is used for COP (Chip on Plastic Substrate) connection.
- COP Chip on Plastic Substrate
- a circuit member having a protrusion electrode semiconductor chip having a protrusion electrode, a glass substrate having a protrusion electrode, etc.
- the protruding electrode may be a bump formed by plating, or may be a wire bump formed by using a gold wire or the like.
- the wire bump is obtained, for example, by melting the tip of a gold wire with a torch or the like to form a gold ball, crimping the gold ball onto the electrode pad of a base material having an electrode pad, and then cutting the wire. good.
- solution A A methyl ethyl ketone solution containing 52 parts by mass is mixed and stirred to obtain a radical polymerizable compound, an aromatic heterocyclic compound A, a free radical generator, and an insulating resin.
- a containing solution hereinafter referred to as "solution A" was obtained.
- a metal layer (Ni layer: 200 nm, Au layer: 50 nm) was formed on the surface of the plastic particles (nucleus) by plating Ni and Au. As a result, conductive particles having an average particle size of 5 ⁇ m were obtained.
- the conductive particles obtained above were dispersed in the solution A prepared above.
- the amount of the conductive particles used was 5 parts by mass.
- silicone fine particles having an average particle size of 2 ⁇ m (product name: KMP-605, manufactured by Shin-Etsu Chemical Co., Ltd.) were dispersed at a ratio of 13 parts by mass to obtain a coating liquid for an adhesive composition.
- the above-mentioned compounding amounts are all amounts based on 100 parts by mass of the total non-volatile components (excluding conductive particles) in the adhesive composition.
- This coating liquid was applied to a polyethylene terephthalate (PET) film (thickness 50 ⁇ m) having a mold release treatment on one side using a coating device.
- the coating film was dried by hot air drying at 70 ° C. to form an anisotropic conductive adhesive film (thickness 18 ⁇ m) composed of the adhesive composition on the PET film.
- PET polyethylene terephthalate
- Example 2 instead of the aromatic heterocyclic compound A represented by the formula (1), the aromatic heterocyclic compound A (1-[(2-ethylhexylamino) methyl] benzotriazole represented by the following formula (2), product name. : An aromatic conductive adhesive film was produced in the same manner as in Example 1 except that BT-260, manufactured by Johoku Chemical Industry Co., Ltd. was used.
- Example 3 Using 12 parts by mass of bis (acryloxyethyl) isocyanurate (product name: M-215, manufactured by Toa Synthetic Co., Ltd.), 2-methacryloyloxyethyl acidphoshet (product name: P-2M, Kyoeisha Chemical Co., Ltd.) Co., Ltd.), Aromatic heterocyclic compound A (1- [N, N-bis (2-ethylhexyl) aminomethyl] methylbenzotriazole represented by the formula (1), product name: TT-LX, Johoku Chemical Industry Co., Ltd. An adhesive film (adhesive layer A) having a thickness of 13 ⁇ m was formed on the PET film in the same manner as in Example 1 except that the conductive particles were not used. Got
- An anisotropic conductive adhesive film (adhesive layer B) having a thickness of 5 ⁇ m was formed on the PET film in the same manner as in Example 1 except that the amount of the coating liquid used in the adhesive composition was changed. , An adhesive film B with a PET film was obtained.
- the adhesive film A with PET film and the adhesive film B with PET film were bonded together to obtain an anisotropic conductive adhesive film having a two-layer structure composed of an adhesive layer A and an adhesive layer B.
- Example 4 An adhesive film (adhesive layer C1) having a thickness of 1 ⁇ m was formed on the PET film in the same manner as in Example 1 except that conductive particles were not used, to obtain an adhesive film C1 with a PET film. .. Similarly, an adhesive film (adhesive layer C2) having a thickness of 12 ⁇ m was formed on the PET film in the same manner as in Example 1 except that conductive particles were not used, and the adhesive film C2 with the PET film was formed.
- aromatic heterocyclic compound A (1- [N, N-) represented by the formula (1).
- Bis (2-ethylhexyl) aminomethyl] methylbenzotriazole, product name: TT-LX, manufactured by Johoku Chemical Industry Co., Ltd.) was not used, but the thickness was 5 ⁇ m on the PET film in the same manner as in Example 1. (Adhesive layer D) was formed, and an adhesive film D with a PET film was obtained.
- the adhesive film C1 with a PET film and the adhesive film D with a PET film were bonded together to obtain a laminate composed of the adhesive layer C1 and the adhesive layer D.
- the laminate and the PET film are in contact with each other so that the adhesive layer D and the adhesive layer C2 of the laminate are in contact with each other.
- the adhesive film C2 with the adhesive was attached.
- an anisotropic conductive adhesive film having a three-layer structure was obtained in which the adhesive layer C1, the adhesive layer D, and the adhesive layer C2 were laminated in this order.
- Example 5 Amount of aromatic heterocyclic compound A (1- [N, N-bis (2-ethylhexyl) aminomethyl] methylbenzotriazole, product name: TT-LX, manufactured by Johoku Chemical Industry Co., Ltd.) represented by the formula (1). Is 5 parts by mass and the amount of polyester urethane resin (product name: UR4800, manufactured by Toyobo Co., Ltd.) is 48 parts by mass. A direction conductive adhesive film was formed.
- a copper electrode film member having a PET film and a copper film formed on the PET film was prepared.
- the adhesive films (adhesive films of Examples 1 to 5 and Comparative Examples 1 to 3) obtained above were attached onto the copper film of the copper electrode film member, and the reaching temperature of the adhesive film was 70 ° C.
- the whole was pressurized for 10 seconds at a pressure of 2 MPa per total connection area while heating so as to be.
- the adhesive film of Example 3 is attached so that the surface of the adhesive layer B is in contact with the copper film
- the adhesive film of Example 4 is attached so that the surface of the adhesive layer C2 is in contact with the copper film. I pasted it.
- FIG. 5 is a schematic cross-sectional view showing the copper electrode film affixed bodies of Examples 1 to 2 and 5.
- FIG. 6 is a schematic cross-sectional view showing the copper electrode film affixed body of Example 3.
- FIG. 7 is a schematic cross-sectional view showing the copper electrode film affixed body of Example 4.
- FIG. 8 is a schematic cross-sectional view showing the copper electrode film affixed bodies of Comparative Examples 1 to 3. As shown in FIGS.
- the cured product 20A of the adhesive film shown in FIG. 5 is a cured product of an adhesive composition containing an aromatic heterocyclic compound A and conductive particles (a cured product 22 of an adhesive component containing the aromatic heterocyclic compound A and conductivity). It is composed of a sex particle 3).
- the cured product 20B of the adhesive film shown in FIG. 6 is a cured product of an adhesive composition containing the aromatic heterocyclic compound A and conductive particles (the cured product 22 of the adhesive component containing the aromatic heterocyclic compound A and conductivity).
- the cured product 20C of the adhesive film shown in FIG. 7 is a cured product of an adhesive composition containing conductive particles and not containing the aromatic heterocyclic compound A (curing of the adhesive component not containing the aromatic heterocyclic compound A). It is composed of a cured product (composed of the substance 32 and the conductive particles 3) and a cured product of the adhesive composition containing the aromatic heterocyclic compound A (the cured product 22 of the adhesive component containing the aromatic heterocyclic compound A).
- the cured product 20D of the adhesive film shown in FIG. 8 is a cured product of an adhesive composition containing conductive particles and not containing the aromatic heterocyclic compound A (curing of the adhesive component not containing the aromatic heterocyclic compound A). It is composed of an object 32 and conductive particles 3).
- the obtained copper electrode film affix was allowed to stand in an environment of 85 ° C. and 85% RH for 100 hours to be subjected to a reliability test.
- the appearance of the portion (attached portion) of the surface 15a of the copper film 15 opposite to the PET film 14 in contact with the cured product 20 was visually observed.
- Reliability is as A when almost no discoloration is observed before and after the test, B when discoloration is observed but the degree is small, and C when severe discoloration is observed (determined to be corroded). was evaluated.
- the results are shown in Table 1. If the evaluation result is A or B, it is judged that the connection reliability is excellent.
- a copper electrode film member having a PET film and a copper film formed on the PET film was prepared. After the adhesive films (adhesive films of Examples 1 to 5 and Comparative Examples 1 to 3) obtained above are attached to the copper electrode film member, the plastic circuit board is placed on the adhesive film (copper electrode). The adhesive film was placed on the opposite side of the film member), and the entire surface was pressurized for 10 seconds at a pressure of 2 MPa per total connection area while heating so that the ultimate temperature of the adhesive film was 170 ° C.
- the adhesive film of Example 3 is attached so that the surface of the adhesive layer B is in contact with the copper film
- the adhesive film of Example 4 is attached so that the surface of the adhesive layer C2 is in contact with the copper film. I pasted it.
- an adhesive film mounting body a connection structure
- the electrode width is 150 ⁇ m
- the space between electrodes is 150 ⁇ m
- the pitch between electrodes is 300 ⁇ m
- the copper foil thickness is 18 ⁇ m
- a Ni film (thickness 3 ⁇ m) and an Au film (thickness 0.01 ⁇ m) are formed on the surface. I used the one that has been used.
- the obtained adhesive film mounting body a was allowed to stand in an environment of 85 ° C. and 85% RH for 100 hours and subjected to a reliability test. After the test, the connection resistance of the adhesive film mounting body a was measured. The results are shown in Table 1. If the connection resistance is less than 1 ⁇ , it is judged that the conductivity is good.
- the obtained adhesive film mounting body b was allowed to stand in an environment of 85 ° C. and 85% RH for 100 hours and subjected to a reliability test.
- the adhesive film mount b after the test was cut to a width of 1 cm, and the FPC was peeled off from the adhesive film mount b using the 90 ° peel method to evaluate the adhesiveness.
- Tencilon STA-1150 product name, manufactured by A & D Co., Ltd.
- the measured strength was 5 N / cm or more, it was judged that the adhesiveness was good.
- Adhesive film adheresive composition
- Adhesive component Adhesive component
- Conductive particles 4 ... First base material, 5 ... First electrode, 6 ... First circuit member, 7 ... No. Second base material, 8 ... second electrode, 9 ... second circuit member, 10 ... circuit connection member (cured product of adhesive composition), 11 ... connection structure.
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Abstract
Description
一実施形態の接着剤組成物は、接着剤成分と、接着剤成分中に分散された導電性粒子とを含有する。
導電性粒子は、導電性を有する粒子であれば特に制限されず、Au、Ag、Ni、Cu、Pd、はんだ等の金属で構成された金属粒子、導電性カーボンで構成された導電性カーボン粒子などであってよい。
接着剤成分は、接着剤組成物中の導電性粒子以外の不揮発分として定義される。不揮発分とは、70℃で10分間加熱したときに揮発する量が全体の20質量%以下である成分をいう。例えば、接着剤組成物が後述する有機溶剤を含む場合、接着剤組成物中の導電性粒子以外の成分のうち、有機溶剤以外の成分を不揮発分という。接着剤成分は、例えば、絶縁性を有する材料で構成され、全体として絶縁性を有している。接着剤成分は、芳香族複素環と、芳香族複素環に結合し、炭素数3以上のアルキル鎖(以下、「長鎖アルキル」ともいう)及び炭素数3以上のアルキレン鎖(以下、「長鎖アルキレン」ともいう)からなる群より選択される少なくとも一種を含む側鎖基と、を含む化合物(以下、「芳香族複素環化合物A」ともいう)を少なくとも含む。本明細書中、アルキル鎖は、一価の脂肪族飽和炭化水素鎖を意味し、アルキレン鎖は、二価の脂肪族飽和炭化水素鎖を意味する。
接着剤フィルムは、例えば、上記実施形態の接着剤組成物からなる層を備える。接着剤フィルムは、回路接続材料として好適に用いられ、回路部材同士を接続するための異方導電性接着剤フィルムとして特に好適に用いられる。なお、接着剤組成物が導電性粒子を含有しない場合、後述するように、接着剤フィルムが多層構造を有し、導電性粒子を含有する層を更に備えてよい。以下では、場合により、上記実施形態の接着剤組成物のうち、導電性粒子を含む接着剤組成物を第1実施形態の接着剤組成物といい、導電性粒子を含まない接着剤組成物を第2実施形態の接着剤組成物という。
一実施形態の接続構造体の製造方法は、第一の電極を有する第一の回路部材と、第二の電極を有する第二の回路部材と、を用意する工程と、第一の回路部材と第二の回路部材との間に、上記実施形態の接着剤組成物を配置する工程と、当該接着剤組成物を介して第一の回路部材と第二の回路部材とを圧着して第一の電極と第二の電極とを互いに電気的に接続する工程と、を備える。接着組成物を配置する工程では、接着剤組成物を含むペースト(接着剤ペースト)を配置してよく、接着剤組成物を含むフィルム(接着剤フィルム)を配置してよい。以下、上記接着剤フィルム1を用いた、接続構造体の製造方法について、図面を参照して説明する。
ラジカル重合性化合物であるウレタンアクリレート(製品名:UA-5500T、新中村化学工業株式会社製)13質量部、ビス(アクリロキシエチル)イソシアヌレート(製品名:M-215、東亞合成株式会社製)10質量部、ジメチロールトリシクロデカンジアクリレート(製品名:DCP-A、共栄社化学株式会社製)5質量部及び2-メタクリロイロキシエチルアッシドフォスヘート(製品名:P-2M、共栄社化学株式会社製)1質量部と、下記式(1)に示す芳香族複素環化合物A(1-[N,N-ビス(2-エチルヘキシル)アミノメチル]メチルベンゾトリアゾール、製品名:TT-LX、城北化学工業株式会社製)1質量部と、遊離ラジカル発生剤であるベンゾイルパーオキサイド(製品名:ナイパーBMT-K、日油株式会社製)5質量部と、絶縁性樹脂であるポリエステルウレタン樹脂(製品名:UR4800、東洋紡株式会社製)52質量部を含むメチルエチルケトン溶液とを混合し、攪拌して、ラジカル重合性化合物と、芳香族複素環化合物Aと、遊離ラジカル発生剤と、絶縁性樹脂とを含有する溶液(以下「溶液A」という)を得た。
実施例2では、式(1)に示す芳香族複素環化合物Aに代えて下記式(2)に示す芳香族複素環化合物A(1-[(2-エチルヘキシルアミノ)メチル]ベンゾトリアゾール、製品名:BT-260、城北化学工業株式会社製)を用いたこと以外は、実施例1と同様にして異方導電性接着剤フィルムを作製した。
ビス(アクリロキシエチル)イソシアヌレート(製品名:M-215、東亞合成株式会社製)を12質量部用いたこと、2-メタクリロイロキシエチルアッシドフォスヘート(製品名:P-2M、共栄社化学株式会社製)、式(1)に示す芳香族複素環化合物A(1-[N,N-ビス(2-エチルヘキシル)アミノメチル]メチルベンゾトリアゾール、製品名:TT-LX、城北化学工業株式会社製)及び導電性粒子を用いなかったこと以外は、実施例1と同様にして、PETフィルム上に厚さ13μmの接着剤フィルム(接着剤層A)を形成し、PETフィルム付き接着剤フィルムAを得た。
導電性粒子を用いなかったこと以外は、実施例1と同様にして、PETフィルム上に厚さ1μmの接着剤フィルム(接着剤層C1)を形成し、PETフィルム付き接着剤フィルムC1を得た。同様に、導電性粒子を用いなかったこと以外は、実施例1と同様にして、PETフィルム上に厚さ12μmの接着剤フィルム(接着剤層C2)を形成し、PETフィルム付き接着剤フィルムC2を得た。
式(1)に示す芳香族複素環化合物A(1-[N,N-ビス(2-エチルヘキシル)アミノメチル]メチルベンゾトリアゾール、製品名:TT-LX、城北化学工業株式会社製)の使用量を5質量部とし、ポリエステルウレタン樹脂(製品名:UR4800、東洋紡株式会社製)の使用量を48質量部としたこと以外は、実施例1と同様にして、PETフィルム上に厚さ18μmの異方導電性接着剤フィルムを形成した。
比較例1~2では、芳香族複素環化合物Aを用いず、式(1)に示す芳香族複素環化合物Aに代えて、5-メチルテトラゾール(製品名:M5T、東京化成工業株式会社製)又は3-メルカプトトリアゾール(製品名:3MT、東京化成工業株式会社製)を用いたこと以外は、実施例1と同様にして異方導電性の接着剤フィルムを作製した。
比較例3では、芳香族複素環化合物Aを用いなかったこと以外は、実施例1と同様にして、異方導電性の接着剤フィルムを作製した。
[接続信頼性評価]
回路部材を模した被着体として、PETフィルムと、該PETフィルム上に形成された銅膜とを有する銅電極フィルム部材を準備した。この銅電極フィルム部材の銅膜上に、上記で得られた接着剤フィルム(実施例1~5及び比較例1~3の接着剤フィルム)を貼り付け、接着剤フィルムの到達温度が70℃となるように加熱しながら、総接続面積当たり2MPaの圧力で10秒間全体を加圧した。この際、実施例3の接着剤フィルムは接着剤層Bの表面が銅膜と接触するように貼り付け、実施例4の接着剤フィルムは接着剤層C2の表面が銅膜と接触するように貼り付けた。これにより、接着剤フィルムの硬化体(接着剤フィルムに由来する接着剤組成物の硬化物)を備える銅電極フィルム貼付体を得た。図5は、実施例1~2及び5の銅電極フィルム貼付体を示す模式断面図である。図6は、実施例3の銅電極フィルム貼付体を示す模式断面図である。図7は、実施例4の銅電極フィルム貼付体を示す模式断面図である。図8は、比較例1~3の銅電極フィルム貼付体を示す模式断面図である。図5~8に示すように、銅電極フィルム貼付体13A~13Dでは、PETフィルム14上に銅膜15が形成され、銅膜15のPETフィルム14と反対側の面15a上に、接着剤フィルムの硬化体が設けられている。図5に示す接着剤フィルムの硬化体20Aは、芳香族複素環化合物A及び導電性粒子を含む接着剤組成物の硬化物(芳香族複素環化合物Aを含む接着剤成分の硬化物22と導電性粒子3とからなる)で構成される。図6に示す接着剤フィルムの硬化体20Bは、芳香族複素環化合物A及び導電性粒子を含む接着剤組成物の硬化物(芳香族複素環化合物Aを含む接着剤成分の硬化物22と導電性粒子3とからなる)と、芳香族複素環化合物Aを含まない接着剤組成物の硬化物(芳香族複素環化合物Aを含まない接着剤成分の硬化物32からなる)で構成される。図7に示す接着剤フィルムの硬化体20Cは、導電性粒子を含み、芳香族複素環化合物Aを含まない接着剤組成物の硬化物(芳香族複素環化合物Aを含まない接着剤成分の硬化物32と導電性粒子3とからなる)と、芳香族複素環化合物Aを含む接着剤組成物の硬化物(芳香族複素環化合物Aを含む接着剤成分の硬化物22)で構成される。図8に示す接着剤フィルムの硬化体20Dは、導電性粒子を含み、芳香族複素環化合物Aを含まない接着剤組成物の硬化物(芳香族複素環化合物Aを含まない接着剤成分の硬化物32と導電性粒子3とからなる)で構成される。
回路部材を模した被着体として、PETフィルムと、該PETフィルム上に形成された銅膜とを有する銅電極フィルム部材を準備した。この銅電極フィルム部材に、上記で得られた接着剤フィルム(実施例1~5及び比較例1~3の接着剤フィルム)を貼り付けた後、プラスチック回路基板を接着剤フィルムの上(銅電極フィルム部材とは反対側)に乗せ、接着剤フィルムの到達温度が170℃となるように加熱しながら、総接続面積当たり2MPaの圧力で10秒間全体を加圧した。この際、実施例3の接着剤フィルムは接着剤層Bの表面が銅膜と接触するように貼り付け、実施例4の接着剤フィルムは接着剤層C2の表面が銅膜と接触するように貼り付けた。これにより、接着剤フィルム実装体a(接続構造体)を得た。プラスチック回路基板としては、電極幅150μm、電極間スペース150μmで電極間ピッチは300μm、銅箔厚さは18μmで、表面にNi膜(膜厚3μm)及びAu膜(膜厚0.01μm)が形成されているものを使用した。
被着体として、銅電極フィルム部材に代えて、表面にSiO2膜を有するPETフィルム(易接着フィルム)を用いたこと以外は、[導通性評価]における接着剤フィルム実装体aの作製方法と同様にして、接着剤フィルム実装体bを得た。
Claims (12)
- 芳香族複素環と、前記芳香族複素環に結合し、炭素数3以上のアルキル鎖及び炭素数3以上のアルキレン鎖からなる群より選択される少なくとも一種を含む側鎖基と、を含む化合物を含有する、接着剤組成物。
- 前記芳香族複素環は、複素原子として、窒素原子を含む、請求項1に記載の接着剤組成物。
- 前記側鎖基は、炭素数3以上のアルキル鎖を2つ以上含む、請求項1又は2に記載の接着剤組成物。
- 導電性粒子を更に含有する、請求項1~3のいずれか一項に記載の接着剤組成物。
- 前記接着剤組成物に含まれる不揮発分のうち、導電性粒子以外の成分の合計を100質量部としたとき、前記化合物の含有量は、0.01~10質量部である、1~4のいずれか一項に記載の接着剤組成物。
- 回路部材同士を接続するために用いられる、請求項1~5のいずれか一項に記載の接着剤組成物。
- 請求項1~6のいずれか一項に記載の接着剤組成物からなる層を備える、接着剤フィルム。
- 二層以上の多層構造を有し、
前記多層構造を構成する層のうち、少なくとも一つの最外層が、前記接着剤組成物からなる層である、請求項7に記載の接着剤フィルム。 - 前記多層構造を構成する層のうち、少なくとも一つの層が、導電性粒子を含む層である、請求項8に記載の接着剤フィルム。
- 第一の電極を有する第一の回路部材と、第二の電極を有する第二の回路部材と、前記第一の回路部材及び前記第二の回路部材の間に配置され、前記第一の電極と前記第二の電極とを互いに電気的に接続する回路接続部材と、を備え、
前記回路接続部材は、請求項1~6のいずれか一項に記載の接着剤組成物の硬化物を含む、接続構造体。 - 前記第一の電極及び前記第二の電極の一方又は両方が、Cu及びAgからなる群より選択される少なくとも一種を含む金属材料で形成されている、請求項10に記載の接続構造体。
- 第一の電極を有する第一の回路部材と、第二の電極を有する第二の回路部材と、を用意する工程と、
前記第一の回路部材と前記第二の回路部材との間に、請求項1~6のいずれか一項に記載の接着剤組成物を配置する工程と、
前記接着剤組成物を介して前記第一の回路部材と前記第二の回路部材とを圧着して前記第一の電極と前記第二の電極とを互いに電気的に接続する工程と、を備える、接続構造体の製造方法。
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JP2009508290A (ja) * | 2005-08-19 | 2009-02-26 | チェイル インダストリーズ インコーポレイテッド | 異方性導電フィルムおよびこれを用いた電子回路およびデバイス |
JP2010077317A (ja) * | 2008-09-26 | 2010-04-08 | Three M Innovative Properties Co | 接着剤組成物、接着フィルム及びその使用方法 |
JP2012241063A (ja) * | 2011-05-17 | 2012-12-10 | Nitto Denko Corp | 半導体装置製造用の接着シート |
JP2020009922A (ja) * | 2018-07-09 | 2020-01-16 | 信越ポリマー株式会社 | 電磁波シールドフィルム及びその製造方法、並びに電磁波シールドフィルム付きプリント配線板 |
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JP3367076B2 (ja) | 1994-10-24 | 2003-01-14 | 日立化成工業株式会社 | 電気部材の接続構造及び接続方法 |
JPH08148213A (ja) | 1994-11-25 | 1996-06-07 | Hitachi Chem Co Ltd | 接続部材、該接続部材を用いた電極の接続構造及び接続方法 |
JPH1150032A (ja) | 1997-08-04 | 1999-02-23 | Hitachi Chem Co Ltd | 回路用接続部材及び回路板 |
WO2008140094A1 (ja) | 2007-05-15 | 2008-11-20 | Hitachi Chemical Company, Ltd. | 回路接続材料及び回路部材の接続構造 |
WO2009063827A1 (ja) | 2007-11-12 | 2009-05-22 | Hitachi Chemical Company, Ltd. | 回路接続材料、及び回路部材の接続構造 |
JP2011100605A (ja) | 2009-11-05 | 2011-05-19 | Hitachi Chem Co Ltd | 回路接続材料及び、これを用いた回路部材の接続構造 |
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- 2021-04-07 WO PCT/JP2021/014718 patent/WO2021206115A1/ja active Application Filing
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JPH09312176A (ja) * | 1996-05-23 | 1997-12-02 | Hitachi Chem Co Ltd | 接続部材および該接続部材を用いた電極の接続構造並びに接続方法 |
JPH1192735A (ja) * | 1997-03-28 | 1999-04-06 | Natl Starch & Chem Investment Holding Corp | 迅速硬化構造用アクリル接着剤 |
JP2009508290A (ja) * | 2005-08-19 | 2009-02-26 | チェイル インダストリーズ インコーポレイテッド | 異方性導電フィルムおよびこれを用いた電子回路およびデバイス |
JP2010077317A (ja) * | 2008-09-26 | 2010-04-08 | Three M Innovative Properties Co | 接着剤組成物、接着フィルム及びその使用方法 |
JP2012241063A (ja) * | 2011-05-17 | 2012-12-10 | Nitto Denko Corp | 半導体装置製造用の接着シート |
JP2020009922A (ja) * | 2018-07-09 | 2020-01-16 | 信越ポリマー株式会社 | 電磁波シールドフィルム及びその製造方法、並びに電磁波シールドフィルム付きプリント配線板 |
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TW202140710A (zh) | 2021-11-01 |
KR20220162734A (ko) | 2022-12-08 |
CN115349003B (zh) | 2024-02-06 |
JPWO2021206115A1 (ja) | 2021-10-14 |
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