WO2018142769A1 - 光学透明粘着シート、光学透明粘着シートの製造方法、積層体、及び、貼り合わせ構造物 - Google Patents
光学透明粘着シート、光学透明粘着シートの製造方法、積層体、及び、貼り合わせ構造物 Download PDFInfo
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- WO2018142769A1 WO2018142769A1 PCT/JP2017/044362 JP2017044362W WO2018142769A1 WO 2018142769 A1 WO2018142769 A1 WO 2018142769A1 JP 2017044362 W JP2017044362 W JP 2017044362W WO 2018142769 A1 WO2018142769 A1 WO 2018142769A1
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- adhesive sheet
- transparent adhesive
- optically transparent
- thermosetting polyurethane
- polyisocyanate
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J7/00—Adhesives in the form of films or foils
- C09J7/10—Adhesives in the form of films or foils without carriers
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/40—Layered products comprising a layer of synthetic resin comprising polyurethanes
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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
- B32B7/12—Interconnection of layers using interposed adhesives or interposed materials with bonding properties
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/62—Polymers of compounds having carbon-to-carbon double bonds
- C08G18/6204—Polymers of olefins
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/73—Polyisocyanates or polyisothiocyanates acyclic
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/75—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic
- C08G18/751—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring
- C08G18/752—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group
- C08G18/753—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group
- C08G18/755—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group and at least one isocyanate or isothiocyanate group linked to a secondary carbon atom of the cycloaliphatic ring, e.g. isophorone diisocyanate
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
- C08G18/78—Nitrogen
- C08G18/7806—Nitrogen containing -N-C=0 groups
- C08G18/7818—Nitrogen containing -N-C=0 groups containing ureum or ureum derivative groups
- C08G18/7837—Nitrogen containing -N-C=0 groups containing ureum or ureum derivative groups containing allophanate groups
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J7/00—Adhesives in the form of films or foils
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
- C09J7/38—Pressure-sensitive adhesives [PSA]
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J7/00—Adhesives in the form of films or foils
- C09J7/40—Adhesives in the form of films or foils characterised by release liners
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2203/00—Applications of adhesives in processes or use of adhesives in the form of films or foils
- C09J2203/318—Applications of adhesives in processes or use of adhesives in the form of films or foils for the production of liquid crystal displays
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- 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
- C09J2301/302—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier the adhesive being pressure-sensitive, i.e. tacky at temperatures inferior to 30°C
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- 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
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2475/00—Presence of polyurethane
Definitions
- the present invention relates to an optical transparent adhesive sheet, a method for producing an optical transparent adhesive sheet, a laminate, and a bonded structure.
- An optically transparent adhesive (OCA: Optically Clear Adhesive) sheet is a transparent adhesive sheet used for bonding optical members.
- OCA Optically Clear Adhesive
- a display device provided with a touch panel is usually a display panel such as a liquid crystal panel, a transparent member (touch panel body) having a transparent conductive film made of ITO (indium tin oxide) or the like as a surface layer, and a cover for protecting the transparent conductive film It has a structure in which optical members such as panels are laminated, and an OCA sheet is used for bonding between optical members.
- the bezel that is the housing of the display panel, so that it is wider than the interval of the other optical members, and is not bonded by the OCA sheet. It was common to provide a so-called air layer.
- Patent Documents 1 to 3 Examples of documents disclosing the prior art related to the OCA sheet include Patent Documents 1 to 3.
- Patent Document 1 a pressure-sensitive adhesive layer having a saturated water absorption at 50 ° C. and 90% RH of 0.60% by weight or less and a 90-degree peel adhesive strength to a peel-side adherend of 600 g / 20 mm or less is optical.
- An optical film having one or both sides of a film material is disclosed.
- Patent Document 2 discloses that an optical film material having a thermal shrinkage rate at 90 ° C. of 0.8% or more has a 100% modulus at 90 ° C. of 2 to 4 g / mm 2 and an elongation to a tensile break.
- An optical film having a pressure-sensitive adhesive layer of 3000% or more and having a saturated water absorption rate of 0.4% by weight or less at 50 ° C. and 90% RH is disclosed.
- Patent Document 3 discloses an adhesive sheet in which an adhesive layer (A) and a pressure-sensitive adhesive layer (B) are laminated, and the adhesive layer (A) was measured at a temperature of 40 ° C. and a frequency of 1.0 Hz.
- the storage elastic modulus is 1.0 ⁇ 10 4 Pa or more, and the storage elastic modulus measured at a temperature of 70 ° C. and a frequency of 1 Hz of the adhesive layer (A) is less than 1.0 ⁇ 10 4 Pa,
- the storage elastic modulus of the pressure-sensitive adhesive layer (B) measured at a temperature of 40 ° C. and a frequency of 1.0 Hz is 1.0 ⁇ 10 4 Pa or more, and the pressure-sensitive adhesive layer (B) has a temperature of 70 ° C. and a frequency of 1 Hz.
- An adhesive sheet having a measured storage modulus of 1.0 ⁇ 10 4 Pa or more is disclosed.
- thermosetting polyurethane that can be formed without using a solvent as a material for an OCA sheet that is excellent in flexibility and can be thickened.
- a high humidity environment such as a high temperature / high humidity environment (temperature 85 ° C./humidity 85%). It was found that bubbles (delay bubble, delayed bubble) that are generated later by peeling are likely to occur at the interface between the glass and the OCA sheet.
- the main cause of the delay bubble is a gas generated from the inside of the optical transparent adhesive sheet, and the main component of the gas is moisture.
- the generation of such a delay bubble was a phenomenon peculiar to thermosetting polyurethane.
- an OCA sheet using an acrylic resin composition is easy to absorb moisture in a high-temperature and high-humidity environment, but has high adhesive strength and high gas permeability, so delay bubbles have not been a problem.
- the OCA sheet using a silicone resin has low adhesive strength, it is very difficult to absorb moisture in a high temperature / high humidity environment, and therefore, delay bubbles have not been a problem.
- thermosetting polyurethane having a low hygroscopic property was produced by using a hydrophobic material, whitening may occur in a high temperature / high humidity environment.
- the present invention has been made in view of the above-described present situation, and uses a thermosetting polyurethane that is excellent in flexibility and capable of being thickened, and suppresses the occurrence of whitening and delay bubbles caused by storage in a high humidity environment. It is an object of the present invention to provide an optically transparent adhesive sheet.
- thermosetting polyurethane When the present inventors examined improvement of the environmental resistance of the optically transparent adhesive sheet using thermosetting polyurethane, both the polyisocyanate which has a hydrophilic unit and the polyisocyanate which does not have a hydrophilic unit are included. It has been found that the use of a thermosetting polyurethane composition is effective in suppressing whitening and delay bubbles.
- the moisture absorption rate after the high-temperature and high-humidity test is effective as an index for adjusting the hygroscopic property of the thermosetting polyurethane, and by controlling the moisture absorption rate after the high-temperature and high-humidity test within a specific range,
- the present invention was completed by finding that an optically transparent pressure-sensitive adhesive sheet in which whitening and generation of delay bubbles in a humidity environment are suppressed can be obtained.
- the optically transparent adhesive sheet of the present invention is an optically transparent adhesive sheet composed of a thermosetting polyurethane, and the thermosetting polyurethane is a cured product of a thermosetting polyurethane composition containing a polyol component and a polyisocyanate component.
- the above-mentioned polyisocyanate component contains both a polyisocyanate having a hydrophilic unit and a polyisocyanate not having a hydrophilic unit, and is put in a high-temperature and high-humidity environment at a temperature of 85 ° C. and a humidity of 85% for 3 hours. Is carried out, the moisture absorption is 3600 ppm or less.
- the optical transparent adhesive sheet of the present invention preferably has a storage shear modulus at 85 ° C. of 4 ⁇ 10 3 Pa or more.
- the polyisocyanate having no hydrophilic unit may be an aliphatic isocyanate.
- the method for producing the optically transparent pressure-sensitive adhesive sheet of the present invention is a method for producing the optically transparent pressure-sensitive adhesive sheet of the present invention, and a step of stirring and mixing a polyol component and a polyisocyanate component to prepare a thermosetting polyurethane composition; A step of curing the thermosetting polyurethane composition.
- the laminate of the present invention comprises an optically transparent adhesive sheet of the present invention, a first release film that covers one surface of the optically transparent adhesive sheet, and a second release that covers the other surface of the optically transparent adhesive sheet. It is characterized by being laminated with a mold film.
- the bonded structure of the present invention includes the first adherend, the second adherend, and the optically transparent adhesive of the present invention that joins the first adherend and the second adherend. And a sheet.
- the optically transparent pressure-sensitive adhesive sheet of the present invention it is possible to suppress the occurrence of whitening and delay bubbles caused by storage in a high-humidity environment while obtaining the superiority of a thermosetting polyurethane that is excellent in flexibility and can be thickened. be able to.
- the said optical transparent adhesive sheet can be manufactured suitably.
- the handleability of the optically transparent adhesive sheet of the present invention can be improved.
- the bonded structure of the present invention it is possible to maintain a bonded interface that is transparent and free of bubbles.
- FIG. It is a schematic diagram for demonstrating the evaluation method of the adhesive force of the optically transparent adhesive sheet of an Example and a comparative example.
- the optically transparent adhesive sheet of the present invention is an optically transparent adhesive sheet composed of a thermosetting polyurethane, and the thermosetting polyurethane is a cured product of a thermosetting polyurethane composition containing a polyol component and a polyisocyanate component.
- the above-mentioned polyisocyanate component contains both a polyisocyanate having a hydrophilic unit and a polyisocyanate not having a hydrophilic unit, and is put in a high-temperature and high-humidity environment at a temperature of 85 ° C. and a humidity of 85% for 3 hours Is carried out, the moisture absorption is 3600 ppm or less.
- “optically transparent adhesive sheet” has the same meaning as “optically transparent adhesive film”.
- the optically transparent pressure-sensitive adhesive sheet of the present invention has a moisture absorption rate when subjected to a test for 3 hours in a high-temperature and high-humidity environment with a temperature of 85 ° C. and a humidity of 85% (hereinafter also simply referred to as “high-temperature and high-humidity test”). 3600 ppm or less. According to the study by the present inventors, when the moisture absorption rate after the high-temperature and high-humidity test exceeds 3600 ppm, it is easy to absorb moisture in the environment. Exfoliation (delay bubble due to moisture absorption), which is expected due to gasification, is likely to occur.
- the moisture absorption after the high temperature and high humidity test is preferably 0 to 3600 ppm, more preferably 2600 to 3200 ppm. If the moisture absorption rate after the high-temperature and high-humidity test is less than 2600 ppm, the optically transparent adhesive sheet may become white when exposed to high-temperature and high-humidity.
- the moisture absorption rate after the high-temperature and high-humidity test can be controlled by adjusting the composition and / or thermosetting conditions of the thermosetting polyurethane composition that is a raw material of the thermosetting polyurethane.
- ⁇ ratio, polyisocyanate The amount and type (molecular weight) of the hydrophilic unit in the component, the ratio of the polyisocyanate having the hydrophilic unit and the polyisocyanate not having the hydrophilic unit (for example, molar ratio), the presence or absence of the plasticizer and the blending amount, It can be controlled by the crosslinking temperature or the like.
- the optical transparent adhesive sheet of the present invention preferably has a storage shear modulus (G ′) at 85 ° C. of 4 ⁇ 10 3 Pa or more. According to the study by the present inventors, it is effective to use the storage shear modulus at 85 ° C. as an index of adhesiveness, and the storage shear modulus at 85 ° C. is less than 4 ⁇ 10 3 Pa. Since the adhesive strength under a high temperature environment of 85 ° C. is significantly lower than the adhesive strength under a normal temperature environment, peeling from the adherend tends to occur in a high temperature environment. As a result, a delay bubble defect due to moisture absorption is likely to occur. The storage shear modulus at 85 ° C.
- the storage shear modulus at 85 ° C. exceeds 100000 Pa, the optically transparent adhesive sheet becomes too hard, and the step following ability to the step existing on the surface of the adherend (for example, the step on the decorated portion) is lowered, and the sticking The possibility of misalignment increases.
- the storage shear modulus at 85 ° C. can be controlled by adjusting the composition and / or thermosetting conditions of the thermosetting polyurethane composition that is a raw material of the thermosetting polyurethane.
- the ⁇ ratio (polyol component) The number of moles of OH groups derived from the number of moles of NCO groups derived from the polyisocyanate component), the amount and type (molecular weight) of the hydrophilic unit in the polyisocyanate component, and the polyisocyanate and hydrophilic unit having the hydrophilic unit
- the ratio can be controlled by the ratio of polyisocyanate (for example, molar ratio), the presence or absence of addition of a plasticizer, the blending amount, the crosslinking temperature and the like.
- the optical transparent pressure-sensitive adhesive sheet of the present invention is composed of thermosetting polyurethane.
- the thermosetting polyurethane is obtained by curing a polyurethane composition containing a polyol component and a polyisocyanate component.
- cured material of the said polyurethane composition is obtained by making a polyol component and a polyisocyanate component react, and has a structure shown to following formula (A).
- R represents the site
- R ' represents the site
- n represents the number of repeating units.
- thermosetting polyurethane is not acryl-modified, and it is preferable that the site
- the thermosetting polyurethane is acrylic-modified, it becomes hydrophobic, so that water aggregation is likely to occur at high temperature and high humidity. This aggregation of moisture may cause whitening, foaming, and the like, thereby impairing optical properties. Therefore, by making the thermosetting polyurethane unmodified with acrylic, it is possible to prevent deterioration of optical properties due to whitening, foaming, etc. at high temperature and high humidity.
- the total amount of the monomer unit derived from the polyol component and the monomer unit derived from the polyisocyanate component is 80 mol% or more of the monomer unit constituting the entire thermosetting polyurethane. It is preferable that there are, more preferably, only monomer units derived from the polyol component and monomer units derived from the polyisocyanate component.
- thermosetting polyurethane As the polyol component and the polyisocyanate component, those that are liquid at normal temperature (23 ° C.) can be used, and a thermosetting polyurethane can be obtained without using a solvent.
- Other components such as a tackifier can be added to either the polyol component or the polyisocyanate component, and are preferably added to the polyol component.
- the optical transparent adhesive sheet of this invention when using the optical transparent adhesive sheet of this invention for bonding with the transparent member (touch panel) which has a display panel and a transparent conductive film in a surface layer, the level
- the optically transparent adhesive sheet of the present invention obtained by using a thermosetting polyurethane composition can maintain optical properties even when formed thick, and the transparency (haze) is lowered, colored, Foaming (occurrence of bubbles at the interface with the adherend) can be sufficiently suppressed.
- the optically transparent adhesive sheet of the present invention is composed of thermosetting polyurethane, it is flexible and stretches well when applied with tensile stress, and is very difficult to break. For this reason, it is possible to peel off without leaving glue.
- the optically transparent adhesive sheet of the present invention is flexible and can be thickened, it has excellent impact resistance and can be used for bonding a transparent member having a transparent conductive film as a surface layer to a cover panel. In the case of using another member, it can also be used for bonding a display panel or a transparent member having a transparent conductive film on its surface and another member.
- the optically transparent pressure-sensitive adhesive sheet of the present invention is composed of thermosetting polyurethane, the dielectric constant is high, and a higher capacitance can be obtained than an optically transparent pressure-sensitive adhesive sheet made of a conventional acrylic resin composition. .
- the optical transparent adhesive sheet of this invention is used suitably for bonding of a capacitive touch panel.
- polyol component It does not specifically limit as said polyol component, For example, polyether polyol, polycaprolactone polyol, polycarbonate polyol, polyester polyol etc. are mentioned. These may be used alone or in combination of two or more.
- polyether polyol examples include polyethylene glycol, polypropylene glycol, polypropylene triol, polypropylene tetraol, polytetramethylene glycol, polytetramethylene triol, polyalkylene glycols such as copolymers thereof, and side chains introduced into these. And derivatives having a branched structure introduced therein, modified products, and mixtures thereof.
- polycaprolactone polyol examples include polycaprotectone glycol, polycaprolactone triol, polycaprolactone tetraol, derivatives in which side chains are introduced or branched structures are introduced, modified products, and mixtures thereof. Can be mentioned.
- the reaction material of a dialkyl carbonate and diol is mentioned, for example.
- dialkyl carbonate examples include dialkyl carbonates such as dimethyl carbonate and diethyl carbonate; diaryl carbonates such as diphenyl carbonate; and alkylene carbonates such as ethylene carbonate. These may be used alone or in combination of two or more.
- diol examples include 1,4-butanediol, diethylene glycol, 1,5-pentanediol, 1,6-hexanediol, 1,7-heptanediol, 1,8-octanediol, 2-methyl-1, 8-octanediol, 1,9-nonanediol, 1,10-dodecanediol, 2-ethyl-1,6-hexanediol, 3-methyl-1,5-pentanediol, 2,4-dimethyl-1,5 -Pentanediol, neopentyl glycol, 1,3-cyclohexanediol, 1,4-cyclohexanediol, 1,4-cyclohexanedimethanol, 2,2'-bis (4-hydroxycyclohexyl) -propane and the like.
- the diol is preferably an alicyclic or alicyclic diol having 4 to 9 carbon atoms.
- 1,4-butanediol diethylene glycol, 1,5-pentanediol, 1,6-hexanediol, 3-methyl 1,5-pentanediol, 2,4-dimethyl-1,5-pentanediol, 1,4-cyclohexanedimethanol, 1,7-heptanediol, 1,8-octanediol, 2-methyl-1
- 8-octanediol and 1,9-nonanediol alone or in combination of two or more.
- diol examples include a copolycarbonate diol composed of 1,6-hexanediol and 3-methyl-1,5-pentanediol, and a copolycarbonate diol composed of 1,6-hexanediol and 1,5-pentanediol. preferable.
- polycarbonate polyol for example, polycarbonate glycol, polycarbonate triol, polycarbonate tetraol, derivatives in which side chains are introduced or branched structures are introduced, modified products, and mixtures thereof may be used. it can.
- polyester polyol what dehydrated and condensed dicarboxylic acid and the glycol component is mentioned, for example.
- dicarboxylic acid examples include aromatic dicarboxylic acids such as terephthalic acid, isophthalic acid, and 2,6-naphthalenedicarboxylic acid, oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, azelaic acid, sebacic acid, and the like. Can be mentioned.
- glycol component examples include ethylene glycol, 1,4-butanediol, diethylene glycol, neopentyl glycol, 3-methyl-1,5-pentanediol, 1,5-pentanediol, 1,9-nonanediol, and triethylene.
- Aliphatic glycols such as glycol; Alicyclic glycols such as 1,4-cyclohexanedimethanol; Aromatic diols such as p-xylenediol; Polyoxyalkylene glycols such as polyethylene glycol, polypropylene glycol, polytetramethylene glycol, etc. It is done.
- the polyester polyol has a linear molecular structure when formed by the dicarboxylic acid and glycol components exemplified above, but is a polyester having a branched molecular structure using a trivalent or higher valent ester forming component. There may be.
- the dicarboxylic acid and the glycol component may be reacted at 150 to 300 ° C. at a molar ratio of 1.1 to 1.3.
- the number average molecular weight of the polyol component is preferably 300 or more and 5000 or less.
- the number average molecular weight of the polyol component is less than 300, the reaction between the polyol component and the polyisocyanate component is too fast, making it difficult to form the thermosetting polyurethane into a uniform sheet, or the flexibility of the thermosetting polyurethane. May deteriorate and become brittle.
- the number average molecular weight of the polyol component exceeds 5,000, the viscosity of the polyol component becomes too high and it becomes difficult to form the thermosetting polyurethane into a uniform sheet, or the thermosetting polyurethane crystallizes and becomes cloudy. Inconveniences such as doing may occur.
- the number average molecular weight of the polyol component is more preferably 500 or more and 2000 or less.
- the polyol component preferably has an olefin skeleton, that is, the main chain is composed of polyolefin or a derivative thereof.
- the polyol component having an olefin skeleton include polybutadiene-based polyols such as 1,2-polybutadiene polyol, 1,4-polybutadiene polyol, 1,2-polychloroprene polyol, 1,4-polychloroprene polyol, and polyisoprene-based polyols.
- Examples include polyols and those obtained by saturating double bonds thereof with hydrogen or halogen.
- the polyol component may be a polyol obtained by copolymerizing an olefin compound such as styrene, ethylene, vinyl acetate, or acrylate with a polybutadiene-based polyol, or a hydrogenated product thereof.
- the polyol component may have a linear structure or a branched structure. Only one type of polyol component having an olefin skeleton may be used, or two or more types may be used.
- the polyol component preferably contains 80 mol% or more of a polyol component having an olefin skeleton, and more preferably comprises only a polyol component having an olefin skeleton.
- polyolefin polyols obtained by hydrogenating hydroxyl-terminated polyisoprene manufactured by Idemitsu Kosan Co., Ltd. (“EPOL (Epol, registered trademark)”, number average molecular weight: 2500), hydroxylated hydrogenated polybutadiene at both ends (“GI-1000”, number average molecular weight: 1500) manufactured by Nippon Soda Co., Ltd., polyhydroxy polyolefin oligomer (“Polytail (registered trademark)”) manufactured by Mitsubishi Chemical Corporation, and the like. .
- EPOL Epol, registered trademark
- GI-1000 number average molecular weight: 1500
- Polyhydroxy polyolefin oligomer Polytail (registered trademark)” manufactured by Mitsubishi Chemical Corporation, and the like.
- the said polyisocyanate component contains both the polyisocyanate which has a hydrophilic unit (hydrophilic group), and the polyisocyanate which does not have a hydrophilic unit.
- a polyisocyanate having a hydrophilic unit moisture absorption tends to occur, and therefore it is particularly important to adjust the moisture absorption rate after the high-temperature and high-humidity test.
- the hydrophilic unit means a structural unit having a solubility parameter (SP value) of 8.5 MPa 1/2 or more, preferably a structural unit having an SP value of 9.0 MPa 1/2 or more.
- SP value can be calculated by the Fedors method (see RF Fedors: Polym. Eng. Sci., 14 [2], 147-154 (1974)).
- the SP value calculation method by the Fedors method is also described, for example, in the paper “Considerations on Solubility Parameters of Additives” in “Paint Research 152 (issued in October 2010)” published by Kansai Paint Co., Ltd. Has been.
- the hydrophilic unit is different from the structure derived from an isocyanate group, such as an isocyanurate structure or a biuret structure, and means a portion in which a hydrophilic functional group is added and incorporated into polyisocyanate.
- an ethylene oxide unit is suitable. By including the hydrophilic unit, an effect of suppressing whitening due to moisture absorption can be obtained.
- the content of the ethylene oxide unit is preferably 0.1% by weight or more and 20% by weight or less based on the whole thermosetting polyurethane composition. If the content is less than 0.1% by weight, whitening may not be sufficiently suppressed. If the content exceeds 20% by weight, the compatibility with low-polar olefinic polyol components, tackifiers, plasticizers, and the like may decrease, and optical characteristics such as haze may decrease.
- the content of the ethylene oxide unit is more preferably 0.1 to 5% by weight. If the content exceeds 5% by weight, the amount of moisture absorption in the high temperature and high humidity environment may be excessive.
- hydrophilic unit other than the ethylene oxide unit examples include units containing a carboxylic acid group, an alkali metal base of a carboxylic acid, a sulfonic acid group, an alkali metal base of a sulfonic acid, a hydroxyl group, an amide group, an amino group, and the like. More specifically, polyacrylic acid, alkali metal salt of polyacrylic acid, sulfonic acid group-containing copolymer, alkali metal salt of sulfonic acid group-containing copolymer, polyvinyl alcohol, polyacrylamide, carboxymethylcellulose, alkali metal of carboxymethylcellulose Examples thereof include salts and polyvinyl pyrrolidone.
- the polyisocyanate having a hydrophilic unit for example, a modified polyisocyanate obtained by reacting an aliphatic polyisocyanate and an ether compound having an ethylene oxide unit is preferably used.
- the aliphatic polyisocyanate By using the aliphatic polyisocyanate, the optical transparent adhesive sheet is less likely to be colored or discolored, and the transparency of the optical transparent adhesive sheet can be more reliably ensured over a long period of time.
- the polyisocyanate component can suppress whitening by the action of the hydrophilic portion (ethylene oxide unit), and the hydrophobic portion (other units). By this action, compatibility with low polarity tackifiers, plasticizers and the like can be exhibited.
- Examples of the aliphatic polyisocyanate include hexamethylene diisocyanate, tetramethylene diisocyanate, 2-methyl-pentane-1,5-diisocyanate, 3-methyl-pentane-1,5-diisocyanate, lysine diisocyanate, and trioxyethylene diisocyanate. , Isophorone diisocyanate, cyclohexyl diisocyanate, 4,4′-dicyclohexylmethane diisocyanate, norbornane diisocyanate, hydrogenated tolylene diisocyanate, hydrogenated xylene diisocyanate, hydrogenated tetramethylxylene diisocyanate, and modified products thereof. These may be used alone or in combination of two or more. Examples of the modified product of hexamethylene diisocyanate include hexamethylene diisocyanate modified with isocyanurate, allophanate, and / or urethane.
- Examples of the ether compound having ethylene oxide units include ethylene oxide adducts of alcohols, phenols and / or amines, and those having 3 or more ethylene oxide units per molecule from the viewpoint of enhancing hydrophilicity. Preferably used.
- alcohols examples include monohydric alcohols, dihydric alcohols (ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, 1,4-butanediol, 1,6-hexanediol, 1,3-butylenediol. , Peopentyl glycol, etc.) and trihydric alcohols (glycerin, trimethylolpropane, etc.). These may be used alone or in combination of two or more.
- dihydric alcohols ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, 1,4-butanediol, 1,6-hexanediol, 1,3-butylenediol.
- trihydric alcohols glycol, trimethylolpropane, etc.
- phenols examples include hydroquinone, bisphenols (bisphenol A, bisphenol F, etc.), and formalin low condensates of phenolic compounds (novolac resins, resol intermediates). These may be used alone or in combination of two or more.
- the number of isocyanate groups per molecule of the modified polyisocyanate is preferably 2.0 or more on average. If the number of the isocyanate groups is less than 2.0 on average, the thermosetting polyurethane composition may not be sufficiently cured due to a decrease in the crosslinking density.
- the polyisocyanate having no hydrophilic unit is not particularly limited, but aliphatic isocyanate is preferably used.
- aliphatic isocyanate is preferably used.
- hexamethylene diisocyanate (HDI) tetramethylene diisocyanate
- 2-methyl-pentane-1,5- Diisocyanate 3-methyl-pentane-1,5-diisocyanate
- lysine diisocyanate trioxyethylene diisocyanate
- cyclohexyl diisocyanate 4,4′-dicyclohexylmethane diisocyanate (hydrogenated MDI), norbornane diisocyanate (NBDI, (See chemical formula below)
- Hydrogenated tolylene diisocyanate Hydrogenated xylene diisocyanate
- Hydrogenated tetramethylxylene diisocyanate etc. Modified products thereof. These may
- the blending ratio of the polyisocyanate having the hydrophilic unit and the polyisocyanate not having the hydrophilic unit is preferably 9: 1 to 1: 9 from the viewpoint of achieving both whitening prevention and moisture absorption reduction. More preferably, it is 7: 3 to 3: 7.
- the polyurethane composition preferably has an ⁇ ratio (number of moles of OH groups derived from a polyol component / number of moles of NCO groups derived from a polyisocyanate component) of 1 or more.
- the ⁇ ratio is less than 1, the blending amount of the polyisocyanate component is excessive with respect to the blending amount of the polyol component, so that the thermosetting polyurethane becomes hard and the flexibility required for the optical transparent adhesive sheet is increased. It becomes difficult to ensure.
- the optical transparent adhesive sheet is low in flexibility, particularly when an optical member such as a touch panel is bonded, the unevenness and the step existing on the bonding surface cannot be covered.
- the ⁇ ratio more preferably satisfies 1.3 ⁇ ⁇ 2.0.
- the thermosetting polyurethane composition may not be sufficiently cured.
- the thermosetting polyurethane composition may further contain a tackifier (tackifier).
- tackifier is an additive that is added to improve adhesive strength, and is usually an amorphous oligomer having a molecular weight of several hundred to several thousand, and is a thermoplastic resin that is liquid or solid at room temperature.
- cured material of a thermosetting polyurethane composition can be improved because a thermosetting polyurethane composition contains a tackifier.
- the tackifier is not particularly limited, and examples thereof include petroleum resin tackifiers, hydrocarbon resin tackifiers, rosin tackifiers, terpene tackifiers, and the like. One of these may be included, or two or more thereof may be included.
- a petroleum resin tackifier is preferably used because of excellent compatibility with the polyol component having the olefin skeleton.
- the petroleum resin-based tackifiers hydrogenated petroleum resins obtained by hydrogenating a copolymer of dicyclopentadiene and an aromatic compound are preferably used.
- Dicyclopentadiene is obtained from the C5 fraction.
- the aromatic compound include vinyl aromatic compounds such as styrene, ⁇ -methylstyrene, and vinyl toluene.
- a hydrocarbon resin tackifier is preferably used because of excellent compatibility with the polyol component having the olefin skeleton.
- hydrocarbon resin-based tackifiers alicyclic saturated hydrocarbon resins are preferably used. Examples of known alicyclic saturated hydrocarbon resins include “Arcon P-100” manufactured by Arakawa Chemical Industries, Ltd.
- the tackifier preferably has an acid value of 1 mgKOH / g or less.
- the acid value is 1 mgKOH / g or less
- the tackifier can sufficiently prevent the reaction between the polyol component and the polyisocyanate component.
- the softening point of a tackifier is 80 degreeC or more and 120 degrees C or less, and it is more preferable that they are 80 degreeC or more and 100 degrees C or less.
- the softening point is 80 ° C. or higher and 120 ° C. or lower, it is possible to sufficiently prevent the polyol component from being deteriorated by heat when the tackifier is dissolved in the polyol component.
- content of the said tackifier is 1 to 20 weight% with respect to a thermosetting polyurethane composition.
- the tackifier content is less than 1% by weight, the adhesive strength of the optically transparent adhesive sheet may not be sufficiently improved, and in particular, the adhesive strength at high temperature and high humidity may be insufficient.
- the content of the tackifier exceeds 20% by weight, the reaction between the polyol component and the polyisocyanate component may be inhibited, and urethane crosslinking may not be sufficiently formed in the thermosetting polyurethane.
- the optical transparent pressure-sensitive adhesive sheet dissolves and changes its shape under high temperature and high humidity, and tackifier may precipitate (bleed). Further, if the reaction time between the polyol component and the polyisocyanate component is increased in order to sufficiently form urethane crosslinks, the productivity is lowered.
- thermosetting polyurethane composition may further contain a plasticizer.
- a plasticizer By reducing the hardness by adding a plasticizer, it is possible to improve the handleability and the step following ability of the optical transparent pressure-sensitive adhesive sheet of the present invention.
- adhesive force may fall by addition of a plasticizer, according to the optically transparent adhesive sheet of this invention, sufficient adhesive force can be ensured even if adhesive force falls somewhat.
- a carboxylic acid type plasticizer is included from a compatibility and a weather resistance viewpoint.
- the carboxylic acid plasticizer include phthalic acid esters (phthalic plasticizers) such as diundecyl phthalate, dioctyl phthalate, diisononyl phthalate, diisodecyl phthalate, and dibutyl phthalate, and 1,2-cyclohexanedicarboxylic acid.
- Examples include acid diisononyl ester, adipic acid ester, trimellitic acid ester, maleic acid ester, benzoic acid ester, and poly- ⁇ -olefin. One of these may be included, or two or more thereof may be included.
- carboxylic acid plasticizers for example, “DINCH” manufactured by BASF, “Sunsocizer DUP” manufactured by Shin Nippon Rika Co., Ltd., “Durasyn (registered trademark) 148” manufactured by Iones Oligomers, Inc. Is mentioned.
- the thermosetting polyurethane composition may further contain a catalyst.
- the catalyst is not particularly limited as long as it is a catalyst used in the urethanization reaction.
- organotin compounds such as di-n-butyltin dilaurate, dimethyltin dilaurate, dibutyltin oxide, and octane tin;
- An organic zirconium compound a carboxylic acid tin salt; a carboxylic acid bismuth salt; and an amine-based catalyst such as triethylenediamine.
- a non-amine catalyst is preferable.
- the optically transparent adhesive sheet may be easily discolored.
- a more preferred catalyst is dimethyltin dilaurate.
- the addition amount of the said catalyst is 0.01 weight% or more and 0.1 weight% or less with respect to the total amount of a polyol component and a polyisocyanate component, for example.
- the thermosetting polyurethane composition may further contain a monoisocyanate component.
- the monoisocyanate component is a compound having one isocyanate group in the molecule, and specific examples thereof include, for example, octadecyl diisocyanate (ODI), 2-methacryloyloxyethyl isocyanate (MOI), 2-acryloyloxyethyl isocyanate (AOI), octyl isocyanate, heptyl isocyanate, ethyl 3-isocyanate propionate, cyclopentyl isocyanate, cyclohexyl isocyanate, 2-methoxyethane isocyanate, ethyl isocyanate acetate, butyl isocyanate acetate, p-toluenesulfonyl isocyanate, etc. Can be mentioned. These may be used alone or in combination of two or more. In addition, it is preferable that the said thermosetting
- thermosetting polyurethane composition has various additives such as a colorant, a stabilizer, an antioxidant, an antifungal agent, a flame retardant, and the like as long as the required characteristics of the optically transparent adhesive sheet are not impaired. It may be added.
- the thickness of the optically transparent adhesive sheet of the present invention is preferably 100 ⁇ m or more and 3000 ⁇ m or less.
- the thickness is less than 100 ⁇ m, when one surface of the optical transparent pressure-sensitive adhesive sheet is attached to the surface of the optical member, the optically transparent pressure-sensitive adhesive sheet may cover unevenness or a step present on the surface of the optical member. In some cases, the other surface of the optically transparent adhesive sheet and the surface of another optical member cannot be bonded together with sufficient adhesive force. Also, the thicker the optically transparent adhesive sheet, the greater the amount of moisture absorption, so that delay bubbles due to moisture absorption are likely to occur. However, if the thickness is 3000 ⁇ m or less, the storage shear modulus at 85 ° C.
- a more preferable lower limit of the thickness of the optical transparent pressure-sensitive adhesive sheet is 150 ⁇ m, a further preferable lower limit is 250 ⁇ m, and a more preferable upper limit is 2000 ⁇ m.
- an optical transparent adhesive sheet has a thickness of 3 times or more with respect to the height of the unevenness or level difference present on the adherend surface of the adherend.
- the optically transparent adhesive sheet of the present invention preferably has an adhesive strength in a 180 ° peel test of 5 N / 25 mm or more.
- the adhesive strength is less than 5 N / 25 mm, the generation of delay bubbles cannot be suppressed even if the storage shear modulus at 85 ° C. and the moisture absorption rate after the high temperature and high humidity test are within the range of the present invention. There is a fear.
- a more preferable lower limit of the adhesive strength is 7 N / 25 mm, a still more preferable lower limit is 10 N / 25 mm, and a preferable upper limit is 15 N / 25 mm.
- the said adhesive force is 15 N / 25mm or less, when using an optical transparent adhesive sheet for bonding of optical members, such as a touch panel, since it can peel without adhesive residue, it is excellent in rework property. Moreover, when the adhesive force of an optical transparent adhesive sheet becomes large too much, it may become difficult to remove the bubble which entered between an optical transparent adhesive sheet and a to-be-adhered body. The details of the 180 ° peel test method will be described later.
- the micro rubber A hardness of the optically transparent adhesive sheet of the present invention is preferably 0.5 ° or more and 25 ° or less.
- the micro rubber A hardness is less than 0.5 °, the handleability at the time of use (at the time of application to an optical member) is poor, and the optical transparent adhesive sheet may be deformed.
- the hardness of the micro rubber A exceeds 25 °, the flexibility of the optical transparent adhesive sheet is low, and when pasted on the optical member, the surface shape of the optical member cannot be followed and the air is bitten. May cause peeling from the optical member.
- the step of the bezel may not be covered particularly when an optical member such as a touch panel is bonded.
- gum A hardness of an optical transparent adhesive sheet is 15 degrees.
- the micro rubber A hardness can be measured using, for example, a micro rubber hardness meter “MD-1 type A” manufactured by Kobunshi Keiki Co., Ltd.
- the micro rubber hardness tester “MD-1 Type A” is a hardness tester designed and manufactured as a reduced model of about 1/5 of the spring type rubber hardness tester (durometer) A type. However, it is possible to obtain a measured value that matches the hardness of the spring type rubber hardness tester A type.
- the optically transparent adhesive sheet of the present invention preferably has a haze of 0.5% or less and a total light transmittance of 90% or more in order to ensure performance as an optically transparent adhesive sheet.
- the haze and total light transmittance can be measured using, for example, a turbidimeter “HazeMeter NDH2000” manufactured by Nippon Denshoku Industries Co., Ltd.
- the haze is measured by a method according to JIS K 7136, and the total light transmittance is measured by a method according to JIS K 7361-1.
- a release film may be affixed on both surfaces of the optically transparent adhesive sheet of the present invention.
- the optically transparent adhesive sheet of the present invention, a first release film covering one surface of the optically transparent adhesive sheet, and a second release film covering the other surface of the optically transparent adhesive sheet were laminated.
- a laminated body (hereinafter, also referred to as “laminated body of the present invention”) is also an embodiment of the present invention.
- a polyethylene terephthalate (PET) film can be used as the first and second release films.
- PET polyethylene terephthalate
- the material and thickness of the first release film and the second release film may be the same or different.
- the bonding strength (peeling strength) of the optical transparent adhesive sheet of the present invention and the first release film and the bonding strength of the optical transparent adhesive sheet of the present invention and the second release film may be different from each other. preferable. Due to the difference in the bonding strength, only one of the first and second release films (the release film having the lower bonding strength) is peeled off from the laminate of the present invention, and the optical transparent adhesive is exposed. The first surface of the sheet and the first adherend were bonded together, and then the other of the first and second release films (the release film having the higher bonding strength) was peeled and exposed. It becomes easy to bond the second surface of the optically transparent adhesive sheet and the second adherend.
- Easy peeling treatment Either the surface of the first release film in contact with the optical transparent adhesive sheet of the present invention and the surface of the second release film in contact with the optical transparent adhesive sheet of the present invention, or both , Easy peeling treatment (mold release treatment) may be performed.
- the easy peeling treatment include silicone treatment.
- the application of the optically transparent adhesive sheet of the present invention is not particularly limited, and the first adherend, the second adherend, the first adherend, and the second adherend are joined.
- a bonded structure comprising the optically transparent adhesive sheet of the present invention is also an aspect of the present invention.
- the first and second adherends include various panels in a display device such as a display panel, a touch panel, and a cover panel, a polarizing plate, a resin plate, and a glass plate. If the various panels in a display apparatus are bonded together using the optically transparent adhesive sheet of this invention, the air layer (air gap) in a display apparatus can be eliminated, and the visibility of a display screen can be improved.
- the display apparatus with a touchscreen provided with the optically transparent adhesive sheet of this invention As a bonding structure of this invention, the display apparatus with a touchscreen provided with the optically transparent adhesive sheet of this invention, a display panel, and a touch panel is mentioned, for example.
- the bonding surface of a polarizing plate is comprised with triacetyl cellulose (TAC) etc.
- the bonding surface of a resin board is comprised with a polycarbonate etc.
- the optical transparent adhesive sheet of this invention is not only glass. Good adhesion performance can be exhibited even for these resins.
- the optically transparent adhesive sheet of this invention is affixed on a glass plate, the effect which prevents scattering of glass will be acquired.
- FIG. 1 is sectional drawing which showed typically an example of the display apparatus with a touch panel (display apparatus with a touch panel of this invention) using the optically transparent adhesive sheet of this invention.
- a display panel 11, an optical transparent adhesive sheet 12, a touch panel (glass substrate with an ITO transparent conductive film) 13, an optical transparent adhesive sheet 12, and a transparent cover panel 14 are laminated in this order.
- the three optical members of the display panel 11, the touch panel 13, and the transparent cover panel 14 are integrated by two optical transparent adhesive sheets 12 of the present invention.
- the type of the display panel 11 is not particularly limited, and for example, a liquid crystal panel, an organic electroluminescence panel (organic EL panel), or the like can be used.
- a detection method such as a resistance film method or a capacitance method is used.
- the display panel 11 is accommodated in a bezel (a casing of the display panel 11) having an opening on the display surface side, and a step corresponding to the thickness of the bezel 11A exists on the outer edge of the opening of the bezel 11A.
- the optical transparent adhesive sheet 12 is attached so as to cover the display panel 11 and the display surface side of the bezel 11A, and covers a step corresponding to the thickness of the bezel 11A.
- the optically transparent adhesive sheet 12 is required to be flexible to follow the stepped portion and thicker than the thickness of the bezel 11A in order to cover the step formed by the thickness of the bezel 11A.
- the thickness of the optical transparent adhesive sheet 12 used for bonding with the display panel 11 accommodated in the bezel 11A is, for example, 700 ⁇ m or more.
- the optical transparent pressure-sensitive adhesive sheet of the present invention has sufficient optical properties and flexibility even when it has a thickness of 700 ⁇ m or more, and is suitably used for bonding to the display panel 11 accommodated in the bezel 11A. it can.
- the optically transparent adhesive sheet of the present invention since the optically transparent adhesive sheet of the present invention is used, the adhesive force of the optically transparent adhesive sheet is not easily lowered even when used in various environments, and the optical member can be used over a long period of time. They can be in close contact with each other. As a result, since no gap is generated between each optical member and the optical transparent adhesive sheet, it is possible to prevent a decrease in visibility due to an increase in interface reflection or the like.
- the optically transparent adhesive sheet of the present invention can be used, for example, in a vehicle-mounted display device such as a display device incorporated in a car navigation device or a display device for portable devices such as a smartphone.
- the production method of the optically transparent pressure-sensitive adhesive sheet of the present invention is not particularly limited.
- a thermosetting polyurethane composition there is a method of molding the composition while thermosetting it by a conventionally known method, preferably The polyol component and the polyisocyanate component are stirred and mixed to prepare a thermosetting polyurethane composition, and the thermosetting polyurethane composition is cured.
- a master batch is prepared by adding a predetermined amount of tackifier to the polyol component and dissolving by heating and stirring. Subsequently, by mixing the obtained master batch, polyol component, polyisocyanate component, and other components such as a catalyst as necessary, and stirring with a mixer or the like, a liquid or gel thermosetting polyurethane composition Get things. Thereafter, the thermosetting polyurethane composition is immediately put into the molding apparatus, and the thermosetting polyurethane composition is crosslinked and cured while being moved while being sandwiched between the first and second release films. The polyurethane composition is semi-cured to obtain a sheet integrated with the first and second release films. Then, the optical transparent adhesive sheet which consists of hardened
- FIG. 2 is a schematic view for explaining an example of a molding apparatus used for producing the optically transparent adhesive sheet of the present invention.
- a pair of release films in which a liquid or gel-like thermosetting polyurethane composition 23 before being cured is continuously fed from a pair of molding rolls 22 that are spaced apart from each other.
- (PET film) 21 is poured into the gap.
- the thermosetting polyurethane composition 23 is held in the gap between the pair of release films 21, the curing reaction (crosslinking reaction) is allowed to proceed and is carried into the heating device 24.
- the thermosetting polyurethane composition 23 is thermoset while being held between a pair of release films (PET film) 21, and is an optically transparent adhesive sheet made of a cured product of the thermoplastic polyurethane composition. 12 molding is completed.
- the optically transparent adhesive sheet of the present invention As a method for producing the optically transparent adhesive sheet of the present invention, after preparing a thermosetting polyurethane composition before curing, various film forming apparatuses such as various coating apparatuses, bar coats, doctor blades and the like are used. There may be. Moreover, you may produce the optical transparent adhesive sheet of this invention using a centrifugal molding method.
- thermosetting polyurethane composition (Mixed raw materials)
- the compounding raw materials used for preparing the thermosetting polyurethane composition are as follows.
- Coronate 2760 is a mixture of allophanate-modified HDI and HDI trimer. Coronate 4022 is obtained by reacting polyisocyanate starting from HDI and / or HDI monomer with an ether polyol having an average of 3 or more ethylene oxide units per molecule.
- Example 1 First, a solid hydrogenated petroleum resin tackifier was added to a polyolefin polyol whose temperature was adjusted to 120 ° C. and stirred to obtain a tackifier master batch in which the tackifier was dissolved in the polyolefin polyol. The tackifier content in the tackifier masterbatch was adjusted to 30% by weight.
- thermosetting polyurethane composition was inject
- release optical transparent pressure-sensitive adhesive sheet 12
- FIG. 3 is a cross-sectional view schematically showing the optically transparent adhesive sheet with a release film of Example 1.
- the obtained optically transparent adhesive sheet with a release film is obtained by sequentially laminating a release film 21, an optically transparent adhesive sheet 12 made of a cured product of a thermosetting polyurethane composition, and a release film 21. It was a laminated body. The thickness of the optically transparent adhesive sheet 12 was 150 ⁇ m.
- Examples 2 to 25 and Comparative Examples 1 to 8 Optically transparent adhesive sheets with release films according to Examples 2 to 25 and Comparative Examples 1 to 8 in the same manner as Example 1 except that the composition and sheet thickness were changed as shown in Tables 1 to 3 below. Were prepared.
- FIG. 4 is a schematic diagram for explaining a method for evaluating the adhesive strength of the optically transparent adhesive sheets of Examples and Comparative Examples.
- the optical transparent adhesive sheet with a release film was cut into a length of 75 mm and a width of 25 mm to obtain a test piece.
- the optical transparent adhesive sheet 12 side was attached to a slide glass 31 having a length of 75 mm and a width of 25 mm and held at a pressure of 0.4 MPa for 30 minutes. 12 and the slide glass 31 were bonded together.
- the release film on the side opposite to the slide glass 31 is peeled off, and as shown in FIG. 4A, the PET sheet having a thickness of 125 ⁇ m is formed on the surface of the optical transparent adhesive sheet 12 opposite to the slide glass 31.
- (“Melenex (registered trademark) S” manufactured by Teijin DuPont Films) 32 was bonded.
- the laminate shown in FIG. 4A is allowed to stand for 12 hours at room temperature and normal humidity (temperature 23 ° C., humidity 50%), and then the PET sheet 32 is oriented in the 180 ° direction as shown in FIG. 4B.
- the optical transparent adhesive sheet 12 was pulled and peeled off at the interface with the slide glass 31, and the adhesive force of the optical transparent adhesive sheet 12 to the slide glass 31 was measured.
- two test pieces were prepared and measured. The average value of the two measured values obtained was taken as the measurement result in each example and comparative example.
- the optical transparent pressure-sensitive adhesive sheet side is attached to a slide glass (made of soda glass), and the pressure is set to 0. It hold
- ⁇ No whitening occurred
- the optical transparent adhesive sheet After releasing the release film on one side of the optical transparent adhesive sheet with a delay bubble release film after being left at high temperature and high humidity, the optical transparent adhesive sheet absorbs moisture to a saturated state. (C, 85%) for 3 hours. Next, it bonded together with the cover glass with the vacuum bonding machine. Subsequently, after peeling off the release film on the side opposite to the cover glass, in order to vaporize the water in the optical transparent pressure-sensitive adhesive sheet, the optical transparent pressure-sensitive adhesive sheet is placed in an oven and heated at high temperature and normal humidity (95 ° C.). Left for days. Note that, under high temperature and normal humidity conditions, only the temperature was set to 95 ° C. by a blow oven, and the humidity was not set. The interface between the cover glass taken out of the oven and the optically transparent adhesive sheet was visually observed and judged according to the following criteria. ⁇ : No peeling (floating) ⁇ : Peeling (floating) occurred
- the optically transparent pressure-sensitive adhesive sheet is spread on a glass plate with one teaspoon of ⁇ 100 to 200 ⁇ m glass beads. It was bonded together with a vacuum bonding machine. Thereafter, the glass plate and the optically transparent adhesive sheet were allowed to stand for 1 day at high temperature and normal humidity (85 ° C.). The interface between the glass plate after standing and the optically transparent adhesive sheet was observed at a magnification of 100 using a video micrometer. The observation result was determined according to the following criteria.
- single bubble refers to bubbles generated at the interface between the glass plate and the optical transparent adhesive sheet, which are formed around the individual glass beads.
- open bubbles refers to bubbles formed by connecting a plurality of single bubbles. ⁇ : No single bubbles or open bubbles were generated ⁇ : Single bubbles were generated ⁇ : Open bubbles were generated
- the optically transparent adhesive sheets of Examples 1 to 25 are modified polyisocyanates having hydrophilic units (“Coronate 4022” manufactured by Tosoh Corporation) and polyisocyanates not having hydrophilic units.
- the moisture absorption after the high temperature and high humidity test was adjusted to 3600 ppm or less.
- the optically transparent adhesive sheets of Examples 1 to 25 were moderately controlled in hydrophilicity, and did not cause whitening or delay bubbles after being left at high temperature and high humidity.
- the optically transparent adhesive sheets of Examples 1 to 25 had storage shear modulus at 85 ° C. adjusted to 4 ⁇ 10 3 Pa or more, dimensional stability and step following ability after leaving at high temperature It was excellent.
- the optical transparent adhesive sheets of Comparative Examples 1 and 2 have a high blending ratio of the modified polyisocyanate having hydrophilic units, and the optical transparent adhesive sheets of Comparative Examples 3 and 4 have hydrophilic units. Only modified polyisocyanate was used, and all of them had a moisture absorption rate exceeding 3600 ppm after the high temperature and high humidity test. For this reason, the optical transparent adhesive sheets of Comparative Examples 1 to 4 produced delay bubbles after being left at high temperature and high humidity. Moreover, since the optically transparent adhesive sheet of Comparative Examples 1 and 2 was strong in hydrophilicity and had a high storage shear modulus at 85 ° C., it was inferior in the step following ability after being left at high temperature.
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Abstract
Description
また、本発明の光学透明粘着シートの製造方法によれば、上記光学透明粘着シートを好適に製造することができる。本発明の積層体によれば、本発明の光学透明粘着シートの取扱い性を向上することができる。本発明の貼り合わせ構造物によれば、透明で気泡のない貼り合わせ界面を維持することができる。
上記ポリオール成分としては特に限定されず、例えば、ポリエーテルポリオール、ポリカプロラクトンポリオール、ポリカーボネートポリオール、ポリエステルポリオール等が挙げられる。これらは単独で用いてもよいし、2種類以上を併用してもよい。
上記ポリイソシアネート成分は、親水性ユニット(親水基)を有するポリイソシアネート、及び、親水性ユニットを有さないポリイソシアネートの両方を含む。親水性ユニットを有するポリイソシアネートを用いる場合には、吸湿が生じやすいので、高温高湿試験後の吸湿率を調整することが特に重要となる。
上記熱硬化性ポリウレタン組成物は、更に、タッキファイヤー(粘着付与剤)を含有してもよい。タッキファイヤーは、粘着力を向上するために添加される添加剤であり、通常、分子量が数百~数千の無定型オリゴマーで、常温で液状又は固形の熱可塑性樹脂である。熱硬化性ポリウレタン組成物がタッキファイヤーを含有することで、熱硬化性ポリウレタン組成物の硬化物からなる光学透明粘着シートの粘着力を向上させることができる。
上記熱硬化性ポリウレタン組成物は、更に、可塑剤を含有してもよい。可塑剤の添加により、低硬度化されることで、本発明の光学透明粘着シートの取り扱い性や段差追従性を向上することができる。なお、可塑剤の添加により粘着力は低下するおそれがあるが、本発明の光学透明粘着シートによれば、多少粘着力が低下しても充分な粘着力を確保できる。
上記熱硬化性ポリウレタン組成物は、更に、触媒を含有してもよい。触媒としては、ウレタン化反応に用いられる触媒であれば特に限定されず、例えば、ジラウリル酸ジ-n-ブチル錫、ジラウリル酸ジメチル錫、ジブチル錫オキシド、オクタン錫等の有機錫化合物;有機チタン化合物;有機ジルコニウム化合物;カルボン酸錫塩;カルボン酸ビスマス塩;トリエチレンジアミン等のアミン系触媒が挙げられる。
下記の実施例及び比較例において、熱硬化性ポリウレタン組成物を調製するために用いた配合原料は以下の通りである。
(A)ポリオール成分
・ポリオレフィンポリオール(出光興産社製の「EPOL(エポール、登録商標)」、数平均分子量:2500)
(B)ポリイソシアネート成分
・HDI(ヘキサメチレンジイソシアネート)モノマー
・HDI系ポリイソシアネート(東ソー社製の「コロネート2760」)
・親水性ユニットを有する変性ポリイソシアネート(東ソー社製の「コロネート4022」)
・IPDI(イソホロンジイソシアネート)系ポリイソシアネート(住化バイエルウレタン社製の「デスモジュールI」)
(C)タッキファイヤー
・水添石油樹脂系タッキファイヤー(出光興産社製の「アイマーブP-100」)
(D)触媒
ジラウリル酸ジメチル錫(Momentive社製の「Fomrez catalyst UL-28」)
まず、120℃に温調したポリオレフィンポリオールに、固形状の水添石油樹脂系タッキファイヤーを添加し、攪拌することによって、ポリオレフィンポリオール中にタッキファイヤーを溶解させたタッキファイヤーマスターバッチを得た。タッキファイヤーマスターバッチ中のタッキファイヤーの含有量は30重量%に調整した。
下記表1~3に示したように配合及びシート厚みを変更したことを除いて実施例1と同様にして、実施例2~25及び比較例1~8に係る離型フィルム付き光学透明粘着シートをそれぞれ作製した。
下記の方法により、実施例及び比較例で作製した光学透明粘着シートの物性確認や評価試験を行った。下記表1~3に結果を示した。
70℃に調節した加熱装置から温度25℃、湿度40%の環境下へ取り出し、直ちに離型フィルム付き光学透明粘着シートから両面の離型フィルムを剥離し、一方の面にガラス板が貼り付けられ、他方の面が露出した状態の光学透明粘着シートを、各実施例及び比較例につき、2つずつ準備した。そして、光学透明粘着シートを温度85℃、湿度85%の高温高湿環境に3時間暴露した。暴露の前後で各光学透明粘着シートの重量を測定し、以下の式から吸湿率を求めた。
吸湿率(ppm)=(暴露後重量-暴露前重量)/(暴露前重量)
なお、吸湿率は、ガラス板の重量を除いて、光学透明粘着シート単独の重量に基づいて算出した。
アントンパール社(Anton Paar Germany GmbH)製の粘弾性測定装置「Physica MCR301」を用いて、光学透明粘着シートの貯蔵せん断弾性率を測定した。測定プレートは、PP12を用い、測定条件は、ひずみ0.1%、周波数1Hz、セル温度25℃~100℃(昇温速度3℃/分)とした。下記表1~3には、85℃における貯蔵せん断弾性率の測定値を記載した。
下記の方法で180°剥離試験を行い、粘着力(N/25mm)を測定した。図4は、実施例及び比較例の光学透明粘着シートの粘着力の評価方法を説明するための模式図である。まず、離型フィルム付き光学透明粘着シートを、長さ75mm×幅25mmに裁断し、試験片とした。この試験片の片面の離型フィルムを剥離した後、光学透明粘着シート12側を、長さ75mm×幅25mmのスライドガラス31に貼り付け、圧力0.4MPaで30分間保持し、光学透明粘着シート12とスライドガラス31とを貼り合わせた。次に、スライドガラス31とは反対側の離型フィルムを剥離し、図4(a)に示すように、光学透明粘着シート12のスライドガラス31とは反対側の面に、厚み125μmのPETシート(帝人デュポンフィルム社製の「メリネックス(登録商標)S」)32を貼り合わせた。
離型フィルム付き光学透明粘着シートの片面の離型フィルムを剥離した後、光学透明粘着シート側をスライドガラス(ソーダガラス製)に貼り付け、圧力0.4Mpaで30分間保持し、光学透明粘着シートとスライドガラスとを貼り合わせた。その後、スライドガラスとは反対側の離型フィルムを剥離し、高温・高湿下(85℃、85%)で168時間放置した後、光学透明粘着シートの外観を目視で観察し、下記基準で判定した。
〇:白化の発生無し
×:白化の発生有り
離型フィルム付き光学透明粘着シートの片面の離型フィルムを剥離した後、光学透明粘着シート中に飽和状態まで吸湿させるため、高温・高湿下(85℃、85%)で3時間放置した。次に、真空貼り合わせ機にて、カバーガラスと貼り合わせた。続いて、カバーガラスとは反対側の離型フィルムを剥離した後、光学透明粘着シート中の水分を気化させるため、光学透明粘着シートをオーブンに入れ、高温・常湿下(95℃)に1日間放置した。なお、高温・常湿条件では、送風オーブンにより温度のみを95℃に設定し、湿度の設定はしなかった。オーブンから取り出したカバーガラスと光学透明粘着シートの界面を目視で観察し、下記基準で判定した。
〇:剥がれ(浮き)の発生無し
×:剥がれ(浮き)の発生有り
離型フィルム付き光学透明粘着シートの片面の離型フィルムを剥離した後、光学透明粘着シート側をスライドガラス(ソーダガラス製)に貼り付け、圧力0.4Mpaで30分間保持し、光学透明粘着シートとスライドガラスとを貼り合わせた。その後、常温・常湿の室内環境に24時間放置した。その後、光学透明粘着シートをオーブンに入れ、高温・常湿下(85℃)に300時間放置した。オーブンから取り出した光学透明粘着シートについて、シート形状の変化の有無を目視で確認し、下記基準で判定した。
〇:シート形状の変化無し
×:シート形状の変化有り
離型フィルム付き光学透明粘着シートの片面の離型フィルムを剥離した後、光学透明粘着シートを、φ100~200μmのガラスビーズを小さじ1杯散布したガラス板上に真空貼合機で貼り合せた。その後、ガラス板及び光学透明粘着シートを高温・常湿下(85℃)に1日間放置した。放置後のガラス板と光学透明粘着シートとの界面を、ビデオマイクロ計を用いて倍率100倍で観察した。観察結果について、下記基準で判定した。なお、下記「独泡」とは、ガラス板と光学透明粘着シートとの界面に発生した気泡であって、個々のガラスビーズの周囲に形成された点状のものを指す。また、下記「連泡」とは、複数の独泡同士がつながって形成された気泡を指す。
○:独泡及び連泡が発生していなかった
△:独泡が発生していた
×:連泡が発生していた
11 表示パネル
11A ベゼル
12 光学透明粘着シート
13 タッチパネル
14 透明カバーパネル
20 成形装置
21 離型フィルム
22 成型ロール
23 熱硬化性ポリウレタン組成物
24 加熱装置
31 スライドガラス
32 PETシート
Claims (6)
- 熱硬化ポリウレタンで構成された光学透明粘着シートであって、
前記熱硬化ポリウレタンは、ポリオール成分及びポリイソシアネート成分を含有する熱硬化性ポリウレタン組成物の硬化物であり、
前記ポリイソシアネート成分は、親水性ユニットを有するポリイソシアネート、及び、親水性ユニットを有さないポリイソシアネートの両方を含み、
温度85℃、湿度85%の高温高湿環境下に3時間投入する試験を実施した場合に、吸湿率が3600ppm以下であることを特徴とする光学透明粘着シート。 - 85℃での貯蔵せん断弾性率が4×103Pa以上であることを特徴とする請求項1に記載の光学透明粘着シート。
- 前記親水性ユニットを有さないポリイソシアネートは、脂肪族系イソシアネートであることを特徴とする請求項2に記載の光学透明粘着シート。
- 請求項1~3のいずれかに記載の光学透明粘着シートを製造する方法であって、
ポリオール成分及びポリイソシアネート成分を攪拌混合して熱硬化性ポリウレタン組成物を調製する工程と、
前記熱硬化性ポリウレタン組成物を硬化する工程とを含むことを特徴とする光学透明粘着シートの製造方法。 - 請求項1~3のいずれかに記載の光学透明粘着シートと、前記光学透明粘着シートの一方の面を覆う第一の離型フィルムと、前記光学透明粘着シートの他方の面を覆う第二の離型フィルムとが積層されたものであることを特徴とする積層体。
- 第一の被着体と、第二の被着体と、前記第一の被着体と前記第二の被着体とを接合する請求項1~3のいずれかに記載の光学透明粘着シートとを備えることを特徴とする貼り合わせ構造物。
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CN201780084853.XA CN110225950A (zh) | 2017-01-31 | 2017-12-11 | 光学透明粘着片、光学透明粘着片的制造方法、层叠体及贴合结构物 |
US16/482,259 US20200224068A1 (en) | 2017-01-31 | 2017-12-11 | Optically clear adhesive sheet, method for manufacturing optically clear adhesive sheet, laminate, and bonded structure |
KR1020197022396A KR102093354B1 (ko) | 2017-01-31 | 2017-12-11 | 광학투명점착시트, 광학투명점착시트의 제조방법, 적층체 및 접합 구조물 |
EP17895066.3A EP3578617A4 (en) | 2017-01-31 | 2017-12-11 | OPTICALLY TRANSPARENT ADHESIVE SHEET, PROCESS FOR MANUFACTURING OPTICALLY TRANSPARENT ADHESIVE SHEET, LAMINATE, AND LINKED STRUCTURE |
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EP3578617A4 (en) | 2020-11-25 |
JPWO2018142769A1 (ja) | 2019-02-14 |
CN110225950A (zh) | 2019-09-10 |
EP3578617A1 (en) | 2019-12-11 |
US20200224068A1 (en) | 2020-07-16 |
KR102093354B1 (ko) | 2020-03-25 |
JP6371921B1 (ja) | 2018-08-08 |
TW201835278A (zh) | 2018-10-01 |
KR20190094250A (ko) | 2019-08-12 |
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