WO2015199156A1 - Procédé de production d'élément optique, et composition de résine durcissable aux ultraviolets destinée à être utilisée dans celui-ci - Google Patents

Procédé de production d'élément optique, et composition de résine durcissable aux ultraviolets destinée à être utilisée dans celui-ci Download PDF

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Publication number
WO2015199156A1
WO2015199156A1 PCT/JP2015/068262 JP2015068262W WO2015199156A1 WO 2015199156 A1 WO2015199156 A1 WO 2015199156A1 JP 2015068262 W JP2015068262 W JP 2015068262W WO 2015199156 A1 WO2015199156 A1 WO 2015199156A1
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meth
acrylate
resin composition
curable resin
optical
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PCT/JP2015/068262
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English (en)
Japanese (ja)
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貴文 水口
隼 本橋
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日本化薬株式会社
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Publication of WO2015199156A1 publication Critical patent/WO2015199156A1/fr

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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
    • C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
    • C08F290/06—Polymers provided for in subclass C08G
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
    • G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G—PHYSICS
    • G06—COMPUTING; CALCULATING OR COUNTING
    • G06F—ELECTRIC DIGITAL DATA PROCESSING
    • G06F3/00—Input arrangements for transferring data to be processed into a form capable of being handled by the computer; Output arrangements for transferring data from processing unit to output unit, e.g. interface arrangements
    • G06F3/01—Input arrangements or combined input and output arrangements for interaction between user and computer
    • G06F3/03—Arrangements for converting the position or the displacement of a member into a coded form
    • G06F3/041—Digitisers, e.g. for touch screens or touch pads, characterised by the transducing means
    • G—PHYSICS
    • G09—EDUCATION; CRYPTOGRAPHY; DISPLAY; ADVERTISING; SEALS
    • G09F—DISPLAYING; ADVERTISING; SIGNS; LABELS OR NAME-PLATES; SEALS
    • G09F9/00—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements

Definitions

  • the present invention relates to a method for producing an optical member by laminating an optical substrate having a light shielding part and another optical substrate, and an ultraviolet curable resin composition therefor.
  • a touch panel In recent years, display devices that allow screen input by attaching a touch panel to a display screen of a display device such as a liquid crystal display, a plasma display, or an organic EL display have been widely used.
  • a glass plate or a resin film on which a transparent electrode is formed is bonded with a slight gap facing each other. If necessary, a transparent protection made of glass or resin is provided on the touch surface. It has a structure in which plates are bonded together.
  • a strip-shaped light shielding portion is formed on the outermost edge of the transparent protective plate in order to improve the contrast of the display image.
  • the transparent protective plate on which the light-shielding part is formed is bonded with the ultraviolet curable resin composition, sufficient ultraviolet light does not reach the light-shielding region that is a shadow of the light-shielding part of the ultraviolet curable resin by the light-shielding part, Insufficient curing of the resin. If the resin is not sufficiently cured, problems such as display unevenness in the vicinity of the light shielding portion occur.
  • Patent Document 1 discloses a technique in which an organic peroxide is contained in an ultraviolet curable resin and heated after ultraviolet irradiation to cure the resin in the light shielding portion. Yes. However, there is a concern that the heating process may damage the liquid crystal display device and the like. Furthermore, since a heating step of usually 60 minutes or more is required to make the resin sufficiently cured, there is a problem that productivity is poor.
  • Japanese Patent Application Laid-Open No. H10-228561 discloses a technique for curing the resin of the light shielding part by irradiating ultraviolet rays from the outer side surface of the light shielding part forming surface.
  • Patent Document 3 discloses a technique using the slow-acting property of a cationic polymerizable ultraviolet curable resin, but the flexibility of the cured resin is inferior.
  • Patent Document 4 discloses a technique for obtaining an optical member by curing in two stages, such as performing a main curing after a temporary curing.
  • a normal resin composition is cured, the flexibility that the resin follows the substrate at the time of temporary curing cannot be obtained, and the resin and the substrate are peeled off due to the influence, or bubbles generated at the time of bonding Bonding was difficult due to the phenomenon that it was difficult to disappear.
  • the present invention relates to the following (1) to (11).
  • the storage rigidity of the resin layer when irradiated with ultraviolet rays in the following [Step 3] is 1.5 to 10 times the storage rigidity at 25 ° C. of the resin layer when irradiated with ultraviolet rays in the following [Step 1].
  • An application layer is formed by applying an ultraviolet curable resin composition containing (meth) acrylate (A) and a photopolymerization initiator (B) to at least one optical substrate.
  • Step 2 A step of bonding another optical substrate or an uncured portion of another optical substrate obtained in Step 1 to an uncured portion of the optical substrate obtained in Step 1;
  • Step 3 A step of irradiating the cured product layer having an uncured portion of the optical substrate bonded in Step 2 with ultraviolet rays through the optical substrate to cure the cured product layer.
  • the molar extinction coefficient of the photopolymerization initiator (B) measured in acetonitrile or methanol is 300 ml / (g ⁇ cm) or more at 302 nm or 313 nm, and is 100 ml / (g ⁇ cm) or less at 365 nm.
  • the optical base material is a transparent glass substrate having a light shielding portion, a transparent resin substrate having a light shielding portion, a glass substrate having a light shielding portion and a transparent electrode formed thereon, and a transparent electrode formed on the transparent substrate having the light shielding portion.
  • the ultraviolet curing according to any one of (4) to (6), comprising at least one selected from the group consisting of a glass substrate, a substrate with a film attached thereto, a liquid crystal display unit, a plasma display unit, and an organic EL display unit. Mold resin composition.
  • the storage rigidity of the resin layer at a curing rate of 98% when irradiated with ultraviolet rays is 3 to 20 versus the storage rigidity of the resin layer at 25 ° C. when the curing rate is 70 to 80% when irradiated with ultraviolet rays.
  • An ultraviolet curable resin composition having a storage rigidity (25 ° C.) at a curing rate of 80% and 1 ⁇ 10 2 Pa to 1 ⁇ 10 5 Pa.
  • the ultraviolet curable resin composition according to (8) which is used in the production method according to (1).
  • (10) One selected from the group consisting of (meth) acrylate (A), urethane (meth) acrylate, (meth) acrylate having a polyisoprene skeleton, (meth) acrylate having a polybutadiene skeleton, and (meth) acrylate monomer
  • (11) The ultraviolet curable resin composition according to any one of (4) to (10), wherein the optical member is a touch panel.
  • FIG. 6 is a process diagram showing manufacturing steps according to Example 1, Example 2, and Comparative Example 1.
  • FIG. It is the schematic which shows the one aspect
  • the method for producing an optical member of the present invention is characterized in that at least two optical substrates are bonded together by the following [Step 1] to [Step 3].
  • An application layer is formed by applying an ultraviolet curable resin composition containing (meth) acrylate (A) and a photopolymerization initiator (B) to at least one optical substrate, By irradiating the coating layer with ultraviolet rays, a cured portion (hereinafter referred to as “cured portion of the cured product layer” or simply “cured portion”) present on the optical substrate side (lower side of the coated layer) of the coated layer.
  • uncured portion of the cured product layer (hereinafter referred to as “uncured portion of the cured product layer” or simply “uncured portion”) existing on the side opposite to the optical substrate side (the upper side of the coating layer, usually the air side).
  • Another optical substrate is bonded to the uncured portion of the cured product layer of the optical substrate obtained in Step 1, or the other optical substrate obtained in Step 1 is cured. The process of bonding the uncured part of the material layer.
  • Step 3 A step of curing the cured product layer by irradiating the cured product layer having an uncured portion of the optical substrate bonded in Step 2 with ultraviolet rays through the optical substrate.
  • the curable resin composition of the present invention by using the curable resin composition of the present invention, an optical member such as a display unit having little damage to the optical substrate, good productivity, good curability and adhesion is obtained. And the degree of curing of the resin is high. Further, the optical member is coated with an ultraviolet curable resin composition, the coating layer is irradiated with ultraviolet rays, the optical substrate is bonded, and the ultraviolet rays are further irradiated to form an optical member. Bonding is easy even if it is obtained, the optical substrate follows during temporary curing, peels off, prevents bubbles or distortion of the optical substrate, and prevents display unevenness and adheres.
  • FIG. 1 is a process diagram showing a first embodiment of a manufacturing process of an optical member of the present invention.
  • This method is a method of obtaining an optical member (a liquid crystal display unit having a light shielding part) by bonding the liquid crystal display unit 1 and a transparent substrate 2 having a light shielding part.
  • the liquid crystal display unit 1 is a liquid crystal display unit in which a liquid crystal material is sealed between a pair of substrates on which electrodes are formed, and a polarizing plate, a driving circuit, a signal input cable, and a backlight unit are provided.
  • the transparent substrate 2 having a light shielding portion is a transparent substrate such as a glass plate, a polymethyl methacrylate (PMMA) plate, a polycarbonate (PC) plate, an alicyclic polyolefin polymer (COP) plate.
  • the transparent substrate 2 having a black frame-shaped light-shielding portion 4 on the surface of the transparent substrate 3 can be suitably used, and the light-shielding portion 4 is formed by attaching a tape, applying a paint, printing, or the like.
  • the present invention can also be applied to a device that does not have the light shielding portion 4.
  • the case where the light shielding portion 4 is provided will be described as a specific example.
  • transparent substrate having a light-shielding portion can be read as “transparent substrate”, and can be considered as an example in which the light-shielding portion is not provided as it is.
  • the ultraviolet curable resin composition containing (meth) acrylate (A) and a photoinitiator (B) is made into the transparent which has the display surface of the liquid crystal display unit 1, and a light-shielding part. It is applied to the surface of the surface of the substrate 2 where the light shielding portion 4 is formed.
  • the coating method include a slit coater, a roll coater, a spin coater, and a screen printing method.
  • the ultraviolet curable resin composition applied to the surface of the liquid crystal display unit 1 and the transparent substrate 2 having the light shielding portion may be the same, or different ultraviolet curable resin compositions may be used.
  • both are the same ultraviolet curable resin composition.
  • the film thickness of the cured product of each ultraviolet curable resin is adjusted so that the cured resin layer 7 after bonding is preferably 50 to 500 ⁇ m, more preferably 50 to 350 ⁇ m, and still more preferably 100 to 350 ⁇ m.
  • the film thickness of the cured layer of the ultraviolet curable resin existing on the surface of the transparent substrate 2 having the light-shielding portion depends on the film thickness, the ultraviolet curable resin usually existing on the surface of the liquid crystal display unit 1 is used. It is preferable that the thickness is equal to or thicker than the thickness of the cured product layer of the mold resin. This is to minimize the portion that remains uncured even after irradiation with ultraviolet rays in Step 3 described later, thereby eliminating the risk of curing failure.
  • the ultraviolet curable resin composition layer 5 after application is irradiated with ultraviolet rays 8 and a cured portion (in the drawing, the liquid crystal display unit side or the transparent substrate side as viewed from the ultraviolet curable resin composition) is present (in the figure). Curing with uncured parts (not shown in the figure) present on the upper side of the coating layer (on the opposite side of the liquid crystal display unit side or on the opposite side of the transparent substrate side) (on the atmospheric side when performed in the atmosphere) A physical layer 6 is obtained.
  • the irradiation amount is preferably 5 to 2000 mJ / cm 2 , particularly preferably 10 to 1000 mJ / cm 2 , and particularly preferably 10 to 500 mJ / cm 2 .
  • uncured refers to a fluid state in a 25 ° C. environment.
  • the resin composition layer is touched with a finger after ultraviolet irradiation and a liquid component adheres to the finger, it is determined to have an uncured portion.
  • any light source may be used as long as it is a lamp that irradiates ultraviolet to near ultraviolet rays.
  • a low-pressure, high-pressure or ultrahigh-pressure mercury lamp, metal halide lamp, (pulse) xenon lamp, or electrodeless lamp can be used.
  • the ratio of the maximum illuminance at 200 to 320 nm (illuminance) Ratio) is 30 or less, and particularly preferably, the illuminance at 200 to 320 nm is 10 or less.
  • the adhesive strength of the finally obtained optical member will be inferior. This is because if the illuminance at a low wavelength is high, the curing of the ultraviolet curable resin composition proceeds excessively at the time of curing in the step 1, and the contribution to the adhesion at the time of curing in the ultraviolet irradiation in the step 3 is reduced. This is thought to be due to this.
  • the illuminance is usually 30 to 1000 mW / cm 2 at each wavelength (for example, 365 nm).
  • the method of irradiating ultraviolet rays so as to achieve the above illuminance ratio includes, for example, a method of applying a lamp that satisfies the illuminance ratio as a lamp that irradiates ultraviolet to near ultraviolet rays, Even if the above condition is not satisfied, such illuminance can be obtained by using a base material (for example, a short wave ultraviolet cut filter, a glass plate, a film, etc.) that cuts short wavelength ultraviolet rays at the time of irradiation in step 1. Irradiation at a ratio is possible. Although it does not specifically limit as a base material which adjusts the illumination intensity ratio of an ultraviolet-ray, For example, the glass plate, soda-lime glass, PET film etc.
  • step 1 irradiation with ultraviolet rays is usually carried out in the air at the upper surface on the coating side (on the side opposite to the liquid crystal display unit side or the side opposite to the transparent substrate side when viewed from the ultraviolet curable resin composition layer) (normal air From the surface). Further, ultraviolet irradiation may be performed while spraying a curing-inhibiting gas on the upper surface of the coating layer after evacuation.
  • the side opposite to the liquid crystal display unit side or the side opposite to the transparent substrate side is the atmosphere side.
  • the state of the uncured portion and the film thickness of the uncured portion can be adjusted by spraying oxygen or ozone onto the surface of the ultraviolet curable resin layer (coating layer) during the ultraviolet irradiation. That is, when oxygen or ozone is sprayed on the surface of the coating layer, oxygen inhibition of curing of the ultraviolet curable resin composition occurs on the surface, so that the uncured portion of the surface can be ensured or the uncured portion
  • the film thickness can be increased.
  • Step 2 Next, as shown in FIG. 1B, the liquid crystal display unit 1 and the transparent substrate 2 having a light shielding portion are bonded together so that the uncured portions face each other. Bonding can be performed either in air or in vacuum. Here, in order to make it easy to prevent bubbles from being generated at the time of bonding, it is preferable to bond in a vacuum. As described above, when a cured product of an ultraviolet curable resin having a cured portion and an uncured portion is obtained on each of the liquid crystal display unit and the transparent substrate, the adhesion can be improved.
  • the optical member obtained by bonding the transparent substrate 2 and the liquid crystal display unit 1 is irradiated with the ultraviolet-ray 8 from the transparent substrate 2 side which has a light-shielding part, and ultraviolet curable type
  • the resin composition (coating layer) is cured.
  • the dose of ultraviolet rays is preferably from about 100 ⁇ 4000mJ / cm 2 in accumulated light quantity, particularly preferably from 200 ⁇ 3000mJ / cm 2 or so, more highly preferably 1500 ⁇ 3000mJ / cm 2.
  • the light source used for curing by irradiation with ultraviolet to near ultraviolet light may be any lamp as long as it is a lamp that emits ultraviolet to near ultraviolet light.
  • a low-pressure, high-pressure or ultrahigh-pressure mercury lamp, metal halide lamp, (pulse) xenon lamp, or electrodeless lamp can be used. In this way, the optical member shown in FIG. 5 can be obtained.
  • the optical member of the present invention may be manufactured by the second modified embodiment described below.
  • the matter similar to the content mentioned previously in 1st Embodiment is applicable, the overlapping description is not repeated.
  • the same members as those in the first embodiment described above are denoted by the same reference numerals in the drawing, and the description thereof will not be repeated here.
  • a light shielding part 4 on a transparent substrate 2 having a light shielding part is formed by using an ultraviolet curable resin containing (meth) acrylate (A) and a photopolymerization initiator (B).
  • the resulting coating layer (ultraviolet curable resin composition layer 5) is irradiated with ultraviolet rays 8 to the lower side of the coating layer (on the transparent substrate side as viewed from the ultraviolet curable resin composition).
  • a cured product layer 6 having an existing cured portion and an uncured portion existing on the upper side (the side opposite to the transparent substrate side) of the coating layer is obtained.
  • the ratio of the maximum illuminance at 200 to 320 nm is preferably 30 or less, preferably when the maximum illuminance in the range of 320 to 450 nm is set to 100.
  • the illuminance at 200 to 320 nm is 10 or less.
  • the maximum illuminance in the range of 320 nm to 450 nm is 100, if the ratio of the maximum illuminance at 200 to 320 nm is higher than 30, the adhesive strength of the optical member finally obtained may be inferior.
  • Bonding can be performed either in air or in vacuum.
  • Step 3 Next, as shown in FIG. 2C, the optical member obtained by laminating the transparent substrate 2 and the liquid crystal display unit 1 is irradiated with ultraviolet rays 8 from the transparent substrate 2 side having a light-shielding portion, so that an ultraviolet curable type is obtained.
  • the cured product layer 6 having an uncured portion of the resin composition is cured.
  • FIG. 3 is a process diagram showing a third embodiment of a method for producing an optical member using the ultraviolet curable resin composition of the present invention.
  • the matter similar to the content mentioned previously in 1st Embodiment is applicable, the overlapping description is not repeated.
  • the same members as those in the first embodiment described above are denoted by the same reference numerals in the drawing, and the description thereof will not be repeated here.
  • Step 1 First, as shown in FIG. 3A, an ultraviolet curable resin containing (meth) acrylate (A) and a photopolymerization initiator (B) was applied to the surface of the liquid crystal display unit 1. Thereafter, the ultraviolet curable resin composition layer 5 is irradiated with ultraviolet rays 8, and a cured portion existing on the lower side of the coating layer (on the transparent substrate side as viewed from the ultraviolet curable resin composition) and the upper side of the coating layer ( A cured product layer 6 having an uncured portion present on the side opposite to the transparent substrate side is obtained.
  • the maximum illuminance at 200 to 320 nm is preferably 30 or less, particularly preferably 200 when the maximum illuminance in the range of 320 to 450 nm is 100.
  • the illuminance at ⁇ 320 nm is 10 or less.
  • the maximum illuminance in the range of 320 nm to 450 nm is 100, if the maximum illuminance at 200 to 320 nm is higher than 30, the adhesive strength of the finally obtained optical member may be deteriorated.
  • the liquid crystal display unit 1 is formed such that the uncured portion of the obtained cured product layer 6 and the surface on which the light shielding portion on the transparent substrate 2 having the light shielding portion is formed face each other. And a transparent substrate 2 having a light shielding portion are bonded together. Bonding can be performed either in air or in vacuum. Here, the bonding is preferably performed in a vacuum. This is because the vacuum is filled with the resin when transferred to atmospheric pressure even if a vacuum state portion is interposed between the base material and the ultraviolet curable resin composition by performing in vacuum.
  • Step 3 the optical member obtained by laminating the transparent substrate 2 and the liquid crystal display unit 1 is irradiated with ultraviolet rays 8 from the transparent substrate 2 side having a light-shielding portion, thereby ultraviolet curing type.
  • the cured product layer 6 having an uncured portion of the resin composition is cured.
  • some of the embodiments of the method for producing an optical member of the present invention are described with one specific optical substrate.
  • the liquid crystal display unit and the transparent substrate having the light-shielding portion have been described, but in the manufacturing method of the present invention, various members described later can be used as an optical substrate instead of the liquid crystal display unit.
  • the various members mentioned later as an optical base material can be used.
  • an optical substrate such as a liquid crystal display unit and a transparent substrate
  • these various members are further bonded to another optical substrate layer (for example, a film bonded with a cured layer of an ultraviolet curable resin composition). Or what laminated
  • any method for adjusting the film thickness of the uncured portion by spraying ozone is not applied only to the above-described embodiment, and can be applied to any manufacturing method included in the present invention.
  • the optical substrate is an optical substrate
  • the optical substrate bonded thereto is at least one display body unit selected from the group consisting of a liquid crystal display unit, a plasma display unit, and an organic EL unit.
  • One optical base material is a protective base material having a light-shielding part, and another optical base material bonded to it is a touch panel or a display unit having a touch panel, and at least two optical base materials are bonded.
  • a mode in which the optical member is a touch panel having a protective base material having a light-shielding portion or a display unit having the same.
  • the ultraviolet curable resin composition is applied to either the surface of the protective base material having the light shielding portion, the touch surface of the touch panel, or both of them. It is preferable to apply.
  • One optical substrate is an optical substrate having a light-shielding portion, the other optical substrate bonded to it is a display unit, and an optical member having at least two optical substrates bonded thereto
  • the aspect which is a display body unit which has an optical base material which has a light-shielding part.
  • the ultraviolet curable resin is applied to either the surface of the optical substrate having the light shielding portion on the side where the light shielding portion is provided, the display surface of the display unit, or both of them. It is preferable to apply the composition.
  • the optical substrate having a light shielding part include a display screen protective plate having a light shielding part, or a touch panel provided with a protective substrate having a light shielding part.
  • the optical substrate having the light-shielding portion is a protective plate for a display screen having the light-shielding portion
  • the surface of the optical substrate having the light-shielding portion is provided on the side on which the light-shielding portion is provided. It is the surface on the side where the part is provided.
  • the optical substrate having the light shielding portion is a touch panel having a protective substrate having the light shielding portion
  • the surface having the light shielding portion of the protective substrate having the light shielding portion is bonded to the touch surface of the touch panel.
  • the surface of the optical substrate having the light shielding portion on the side where the light shielding portion is provided means the substrate surface of the touch panel opposite to the touch surface of the touch panel.
  • the light-shielding part of the optical base material having the light-shielding part may be provided on any of the optical base materials, but is usually formed in a frame shape around the optical base material in the form of a transparent plate or sheet, and the width is The thickness is preferably about 0.5 to 10 mm, more preferably about 1 to 8 mm, and still more preferably about 2 to 8 mm.
  • the curing rate represents the curing rate as seen from the curing component of the ultraviolet curable resin composition, and represents a value calculated by removing components that are not cured such as a softening agent.
  • the curing rate in the present invention can be calculated from the following formula (1) from the liquid specific gravity before curing at 25 ° C. and the film specific gravity at 25 ° C. obtained by curing (Formula 1).
  • the ultraviolet curable resin composition of the present invention is a resin layer when the ultraviolet ray is irradiated in the above [Step 3] with respect to the storage rigidity at 25 ° C. of the resin layer when the ultraviolet ray is irradiated in the above [Step 1].
  • the resin composition is characterized in that the storage rigidity is usually 1.5 to 20 times, preferably 3 to 20 times (more preferably 3 to 10 times). Further, as a characteristic of the resin composition itself, a resin layer having a curing rate of 98% or more when irradiated with ultraviolet rays with respect to the storage rigidity at 25 ° C.
  • any ultraviolet curable resin composition having a viscosity of 1 ⁇ 10 2 Pa to 1 ⁇ 10 5 Pa can be applied.
  • a method for measuring the storage rigidity for example, it can be measured by the following method. Specifically, two PET films having a thickness of 40 ⁇ m coated with a fluorine-based mold release agent are prepared, and the obtained UV-curable resin composition is cured on one of the release agent-coated surfaces.
  • the film thickness is 600 ⁇ m.
  • the two PET films are bonded together so that the respective release agent application surfaces face each other.
  • the resin composition was cured by irradiating ultraviolet rays with an integrated light amount of 2000 mJ / cm 2 through a PET film with a high-pressure mercury lamp (80 W / cm, ozone-less). Thereafter, the two PET films are peeled off to produce a cured product for measuring the rigidity.
  • the rigidity can be measured in a temperature range of 20 to 40 ° C. using ARES (TA Instruments).
  • ARES TA Instruments
  • the storage rigidity of each component in the resin composition at a curing rate of 70 to 80% at 25 ° C. and the storage rigidity at a curing ratio of 98% or more are measured. This can be realized by adjusting the weight ratio so as to be within the target range.
  • the curing rate at the time of the main curing in [Step 3] is 95% or more.
  • the ultraviolet curable resin composition of the present invention is characterized in that the storage rigidity at 25 ° C. is 1 ⁇ 10 2 Pa to 1 ⁇ 10 4 Pa during the temporary curing.
  • the storage rigidity is higher than 1 ⁇ 10 4 Pa, the ultraviolet curable resin composition shrinks due to curing, and a shrinking force is generated. Therefore, the resin composition does not follow the base material and peels off. Or the base material is distorted or the stress is not sufficiently relaxed, resulting in display unevenness when the optical member is obtained.
  • the storage rigidity at the time of pre-curing is in the above range, so that the space created at the time of bonding without causing problems when moved to atmospheric pressure is made of resin. It becomes possible to fill.
  • the storage rigidity is preferably 300 to 3000 Pa, and more preferably 500 to 2000 Pa.
  • the curing rate of the resin at the time of temporary curing is 60 to 90%, and the storage rigidity of the cured product having the curing rate is the above value and the preferred value. Further, distortion of the substrate and display unevenness can be prevented.
  • the curing rate during the main curing in [Step 3] is usually 95% or more.
  • the storage rigidity of the resin layer at 25 ° C. when irradiated with ultraviolet rays in [Step 1] is stored in the resin layer when irradiated with ultraviolet rays in [Step 3]. It is a resin composition characterized by having a rigidity of 1.5 to 10 times.
  • the storage rigidity of the resin layer when irradiated with ultraviolet rays at a curing rate of 98% is 1 with respect to the storage rigidity at 25 ° C. of the resin layer when irradiated with ultraviolet rays at a curing rate of 70 to 80%.
  • a resin whose rigidity changes rapidly in accordance with the curing rate, and by suppressing the rigidity when the curing rate is low to a certain range, it is easy for the base material in a state where the curing rate is low. Since it adhere
  • the storage rigidity of the resin layer when irradiated with ultraviolet rays in [Step 3] is 2 to 7 as compared to the storage rigidity at 25 ° C. of the resin layer when irradiated with ultraviolet rays in [Step 1].
  • the ratio is more preferably double, and particularly preferably 2.5 to 5 times.
  • the storage rigidity of the resin layer when irradiated with ultraviolet rays at a curing rate of 98% is 2 to 7 with respect to the storage rigidity at 25 ° C. of the resin layer when irradiated with ultraviolet rays at a curing rate of 80%.
  • the ultraviolet curable resin composition of the present invention is characterized in that the storage rigidity at 25 ° C. is 1 ⁇ 10 2 Pa to 1 ⁇ 10 6 Pa at the time of the main curing.
  • the storage rigidity is greater than 1 ⁇ 10 6 Pa, the UV curable resin composition may be excessively shrunk due to curing, so that the base material may be distorted, and the stress is not sufficiently relaxed. The possibility of display unevenness when the optical member is obtained is reduced.
  • the storage rigidity is preferably 1.0 ⁇ 10 2 to 1.0 ⁇ 10 5 Pa, and more preferably 1.0 ⁇ 10 2 to 3.0 ⁇ 10 4 Pa.
  • the ultraviolet curable resin composition of the present invention contains (meth) acrylate (A) and a photopolymerization initiator (B). Moreover, the other component which can be added to the ultraviolet curable resin composition used for optics as an arbitrary component can be contained.
  • the phrase “can be added to an ultraviolet curable resin composition used for optics” means that an additive that lowers the transparency of the cured product to an extent that it cannot be used for optics is not included.
  • a cured sheet having a thickness after curing of 200 ⁇ m is prepared with the ultraviolet curable resin composition used in the present invention, a preferable average transmittance of the sheet with light having a wavelength of 400 to 800 nm is: It is preferably at least 90% or more.
  • a suitable composition ratio of the ultraviolet curable resin composition is such that (meth) acrylate (A) is 25 to 90% by weight and the photopolymerization initiator (B) is 0% with respect to the total amount of the ultraviolet curable resin composition. 2-5% by weight, other components are the balance.
  • any photopolymerization initiator that is usually used can be used as the photopolymerization initiator (B).
  • the (meth) acrylate (A) in the ultraviolet curable resin composition of the present invention is not particularly limited, but urethane (meth) acrylate, (meth) acrylate having a polyisoprene skeleton, (meth) acrylate having a polybutadiene skeleton, It is preferable to use any selected from the group consisting of (meth) acrylate monomers. More preferably, it is an embodiment containing both (i) at least one of urethane (meth) acrylate or (meth) acrylate having a polyisoprene skeleton and (ii) (meth) acrylate monomer.
  • “(meth) acrylate” means either one or both of methacrylate and acrylate. The same applies to “(meth) acrylic acid” and the like.
  • the urethane (meth) acrylate is obtained by reacting polyhydric alcohol, polyisocyanate and hydroxyl group-containing (meth) acrylate.
  • polyhydric alcohol examples have 1 to 10 carbon atoms such as neopentyl glycol, 3-methyl-1,5-pentanediol, ethylene glycol, propylene glycol, 1,4-butanediol, 1,6-hexanediol, etc.
  • Triols such as alkylene glycol, trimethylolpropane, pentaerythritol, alcohols having a cyclic skeleton such as tricyclodecane dimethylol, bis- [hydroxymethyl] -cyclohexane, and the like; and these polyhydric alcohols and polybasic acids (for example, succinic acid) , Phthalic acid, hexahydrophthalic anhydride, terephthalic acid, adipic acid, azelaic acid, tetrahydrophthalic anhydride, etc.) polyester polyol obtained by reaction with polyhydric alcohol and ⁇ -caprolactone Tone alcohol, polycarbonate polyol (for example, polycarbonate diol obtained by reaction of 1,6-hexanediol and diphenyl carbonate), polyether polyol (for example, polyethylene glycol, polypropylene glycol, polytetramethylene glycol, ethylene oxide modified bisphenol A, etc.) And polyo
  • the polyhydric alcohol is preferably polypropylene glycol or hydrogenated polybutadiene diol.
  • polypropylene glycol having a weight average molecular weight of 2000 or more and water.
  • An added polybutadiene diol is particularly preferred.
  • the upper limit of the weight average molecular weight at this time is not particularly limited, but is preferably 10,000 or less, and more preferably 5000 or less.
  • the hydrogenated polybutadiene polyol (A) can be used as long as it is a hydrogenated reduction product of a general polybutadiene polyol, but particularly for optical applications, those having few residual double bonds are preferred, and the iodine value is 20
  • the following are particularly preferred:
  • As for this molecular weight all generally available molecular weight distributions can be used, but those having a molecular weight of 500 to 3000 are particularly preferred when a balance between flexibility and curability is achieved.
  • organic polyisocyanate examples include isophorone diisocyanate, hexamethylene diisocyanate, tolylene diisocyanate, xylene diisocyanate, diphenylmethane-4,4'-diisocyanate, and dicyclopentanyl isocyanate.
  • the hydroxyl group-containing (meth) acrylate is a compound having at least one hydroxyl group and one (meth) acrylate in one molecule.
  • 2-hydroxyethyl (meth) acrylate is particularly preferred from the viewpoint of excellent curability and flexibility.
  • a polymerizable compound described later in the present invention may be added during the reaction.
  • the reaction for obtaining the urethane (meth) acrylate is performed, for example, as follows. That is, the polyhydric alcohol is mixed with an organic polyisocyanate per equivalent of the hydroxyl group so that the isocyanate group is preferably 1.1 to 2.0 equivalent, more preferably 1.1 to 1.5 equivalent. Is preferably reacted at 70 to 90 ° C. to synthesize a urethane oligomer (first reaction). Next, the hydroxy (meth) acrylate compound is mixed so that the hydroxyl group is preferably 1 to 1.5 equivalents per equivalent of the isocyanate group of the urethane oligomer, and reacted at 70 to 90 ° C. to react with the target urethane (meth). ) Acrylate can be obtained (second reaction).
  • the first reaction can be carried out in the absence of a solvent, but is carried out in a solvent having a high viscosity of the product and not having an alcoholic hydroxyl group or in a (meth) acrylate monomer described later in order to improve workability.
  • a solvent having a high viscosity of the product and not having an alcoholic hydroxyl group or in a (meth) acrylate monomer described later in order to improve workability.
  • the solvent include ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone, and cyclohexanone, aromatic hydrocarbons such as benzene, toluene, xylene, and tetramethylbenzene, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, and dipropylene glycol.
  • Glycol ethers such as dimethyl ether, dipropylene glycol diethyl ether, triethylene glycol dimethyl ether, triethylene glycol diethyl ether, ethyl acetate, butyl acetate, methyl cellosolve acetate, ethyl cellosolve acetate, butyl cellosolve acetate, carbitol acetate, propylene glycol monomethyl ether acetate , Propylene glycol monoethyl ether acetate, Propylene glycol monomethyl ether acetate, esters such as dialkyl glutarate, dialkyl succinate, dialkyl adipate, cyclic esters such as ⁇ -butyrolactone, petroleum solvents such as petroleum ether, petroleum naphtha, hydrogenated petroleum naphtha, solvent naphtha, etc. Can be carried out alone or in a mixed organic solvent.
  • the reaction temperature is usually in the range of 30 to 150 ° C, preferably 50 to 100 ° C.
  • the end point of the reaction is confirmed by a decrease in the amount of isocyanate.
  • a catalyst may be added for the purpose of shortening the reaction time.
  • this catalyst either a basic catalyst or an acidic catalyst is used.
  • the basic catalyst include amines such as pyridine, pyrrole, triethylamine, diethylamine, dibutylamine and ammonia, and phosphines such as tributylphosphine and triphenylphosphine.
  • acidic catalysts examples include copper naphthenate, cobalt naphthenate, zinc naphthenate, tributoxyaluminum, titanium tetraisopropoxide, zirconium tetrabutoxide, aluminum chloride, tin octylate, octyltin trilaurate, dibutyltin dilaurate, Mention may be made of Lewis acid catalysts such as octyltin diacetate. The amount of these catalysts added is usually 0.1 to 1 part by weight based on 100 parts by weight of the total weight of the diol compound and the polyisocyanate compound.
  • the urethane (meth) acrylate of the present invention is obtained by reacting (second reaction) a (meth) acrylate compound (C) having at least one hydroxyl group with respect to the remaining isocyanate group after the first reaction. be able to.
  • the second reaction of the present invention is charged in an equivalent relationship such that the isocyanate group of the intermediate obtained after the first reaction is eliminated.
  • the amount is preferably 1.0 to 2.0 mol.
  • the second reaction of the present invention can also be carried out in the absence of a solvent, but in the above-mentioned solvent and / or polymerizable compound (F) described later in the present invention in order to improve workability because the product has a high viscosity. Preferably it is done.
  • the reaction temperature is usually in the range of 30 to 150 ° C, preferably 50 to 100 ° C.
  • the end point of the reaction is confirmed by a decrease in the amount of isocyanate.
  • the aforementioned catalyst may be added for the purpose of shortening the reaction time.
  • a polymerization inhibitor such as 4-methoxyphenol is already added to the acrylate compound used as a raw material, but a polymerization inhibitor may be added again during the reaction.
  • examples of such polymerization inhibitors include hydroquinone, 4-methoxyphenol, 2,4-dimethyl-6-t-butylphenol, 2,6-di-t-butyl-4-cresol, 3-hydroxythiophenol, Examples include p-benzoquinone, 2,5-dihydroxy-p-benzoquinone, and phenothiazine. The amount used is 0.01 to 1% by weight based on the reaction raw material mixture.
  • the weight average molecular weight of the urethane (meth) acrylate is preferably about 7000 to 25000, and more preferably 10,000 to 20000. When the weight average molecular weight is less than 7000, shrinkage tends to increase, and when the weight average molecular weight is greater than 25000, curability tends to be poor.
  • urethane (meth) acrylates can be used alone or in admixture of two or more.
  • the weight ratio of urethane (meth) acrylate in the photocurable transparent adhesive composition of the present invention is usually preferably 20 to 80% by weight, more preferably 30 to 70% by weight.
  • the (meth) acrylate having the polyisoprene skeleton has a (meth) acryloyl group at the terminal or side chain of the polyisoprene molecule.
  • a (meth) acrylate having a polyisoprene skeleton can be obtained as “UC-203” (manufactured by Kuraray Co., Ltd.).
  • the (meth) acrylate having a polyisoprene skeleton preferably has a polystyrene-equivalent number average molecular weight of 1,000 to 50,000, more preferably about 25,000 to 45,000.
  • the weight ratio of the (meth) acrylate having a polyisoprene skeleton in the photocurable transparent adhesive composition of the present invention is usually preferably 20 to 80% by weight, more preferably 30 to 70% by weight.
  • the (meth) acrylate having a polybutadiene skeleton has a (meth) acryloyl group at the terminal or side chain of the polybutadiene molecule.
  • the (meth) acrylates having a polybutadiene skeleton are "TEAI-1000 (Nippon Soda Co., Ltd.)", “TE-2000 (Nippon Soda Co., Ltd.)", “EMA-3000 (Nippon Soda Co., Ltd.)” Manufactured by Kogyo Co., Ltd.).
  • the (meth) acrylate having a polybutadiene skeleton preferably has a polystyrene-equivalent number average molecular weight of 1,000 to 30,000, more preferably about 1,000 to 10,000.
  • the (meth) acrylate monomer a (meth) acrylate having one (meth) acryloyl group in the molecule can be preferably used.
  • the (meth) acrylate monomer indicates (meth) acrylate excluding the urethane (meth) acrylate, the following epoxy (meth) acrylate, and the (meth) acrylate having the polyisoprene skeleton.
  • the (meth) acrylate having one (meth) acryloyl group in the molecule include isooctyl (meth) acrylate, isoamyl (meth) acrylate, lauryl (meth) acrylate, isodecyl (meth) acrylate, stearyl ( Alkyl (meth) acrylates having 5 to 20 carbon atoms such as (meth) acrylate, isostearyl (meth) acrylate, cetyl (meth) acrylate, isomyristyl (meth) acrylate, tridecyl (meth) acrylate, benzyl (meth) acrylate, tetrahydro Furfuryl (meth) acrylate, acryloylmorpholine, phenylglycidyl (meth) acrylate, tricyclodecane (meth) acrylate, dicyclopentenyl acrylate, dicyclopentenyloxyeth
  • alkyl (meth) acrylates having 10 to 20 carbon atoms 2-ethylhexyl carbitol acrylate, acryloylmorpholine, 4-hydroxybutyl (meth) acrylate, tetrahydrofurfuryl (meth) acrylate, isostearyl (meth) acrylate, dicyclo Pentenyloxyethyl (meth) acrylate and polypropylene oxide-modified nonylphenyl (meth) acrylate are preferred.
  • alkyl (meth) acrylate having 10 to 20 carbon atoms, dicyclopentenyloxyethyl (meth) Preferred are acrylate, polypropylene oxide-modified nonylphenyl (meth) acrylate, and tetrahydrofurfuryl (meth) acrylate.
  • an alkyl (meth) acrylate having 1 to 5 carbon atoms having a hydroxyl group and acryloylmorpholine are preferable, and acryloylmorpholine is particularly preferable.
  • composition of the present invention can contain (meth) acrylates other than (meth) acrylate having one (meth) acryloyl group as long as the characteristics of the present invention are not impaired.
  • Trimethylol C2-C10 alkanes such as caprolactone-modified hydroxypivalic acid neopentyl glycol di (meth) acrylate and ethylene oxide-modified phosphoric acid di (meth) acrylate
  • Tri (meth) acrylate trimethylolpropane polyethoxytri (me
  • these (meth) acrylate monomer components can be used 1 type or in mixture of 2 or more types by arbitrary ratios.
  • the weight ratio of the (meth) acrylate monomer in the photocurable transparent adhesive composition of the present invention is usually preferably 5 to 70% by weight, more preferably 10 to 50% by weight. If it is less than 5% by weight, the curability tends to be poor, and if it is more than 70% by weight, the shrinkage tends to increase.
  • both (i) urethane (meth) acrylate or (meth) acrylate having a polyisoprene skeleton and (ii) (meth) acrylate monomer in the ultraviolet curable resin composition The total content of both (i) and (ii) is usually preferably 25 to 90% by weight, more preferably 40 to 90% by weight, still more preferably 40 to 80% by weight, based on the total amount of the resin composition. %.
  • epoxy (meth) acrylate can be used as long as the characteristics of the present invention are not impaired.
  • Epoxy (meth) acrylate has a function of improving curability and improving the hardness and curing speed of a cured product. Any epoxy (meth) acrylate can be used as long as it is obtained by reacting a glycidyl ether type epoxy compound with (meth) acrylic acid, and preferably used epoxy (meth) acrylate.
  • Examples of the glycidyl ether type epoxy compound to be obtained include diglycidyl ether of bisphenol A or its alkylene oxide adduct, diglycidyl ether of bisphenol F or its alkylene oxide adduct, diglycidyl of hydrogenated bisphenol A or its alkylene oxide adduct.
  • Diglycidyl ether ethylene glycol diglycidyl ether, propylene glycol diglycidyl ether of ether, hydrogenated bisphenol F or its alkylene oxide adduct Neopentyl glycol diglycidyl ether, butanediol diglycidyl ether hexanediol diglycidyl ether to, cyclohexanedimethanol diglycidyl ether, and polypropylene glycol diglycidyl ether.
  • Epoxy (meth) acrylate is obtained by reacting these glycidyl ether type epoxy compounds with (meth) acrylic acid under the following conditions.
  • (Meth) acrylic acid is reacted at a ratio of 0.9 to 1.5 mol, more preferably 0.95 to 1.1 mol, per 1 equivalent of epoxy group of the glycidyl ether type epoxy compound.
  • the reaction temperature is preferably 80 to 120 ° C., and the reaction time is about 10 to 35 hours.
  • a catalyst such as triphenylphosphine, TAP, triethanolamine, or tetraethylammonium chloride.
  • paramethoxyphenol, methylhydroquinone or the like can be used as a polymerization inhibitor.
  • An epoxy (meth) acrylate that can be suitably used in the present invention is a bisphenol A type epoxy (meth) acrylate obtained from a bisphenol A type epoxy compound.
  • the weight average molecular weight of the epoxy (meth) acrylate is preferably 500 to 10,000.
  • the weight ratio of the epoxy (meth) acrylate in the ultraviolet curable resin composition of the present invention is usually 1 to 80% by weight, preferably 5 to 30% by weight.
  • the content ratio of (meth) acrylate (A) in the ultraviolet curable resin composition of the present invention is preferably 25 to 90% by weight, more preferably 40 to 90% by weight, based on the total amount of the ultraviolet curable resin composition. %, More preferably 40 to 80% by weight.
  • the (meth) acrylate (A) is selected from the group consisting of the urethane (meth) acrylate, the (meth) acrylate having the polyisoprene skeleton, and the (meth) acrylate monomer. It is preferable to contain at least one of the above.
  • the content of the urethane (meth) acrylate is preferably 20 to 80% by weight, more preferably 30 to 70% by weight, and the content of the (meth) acrylate having a polyisoprene skeleton is preferably 20 to 80%.
  • the content ratio of the (meth) acrylate monomer is preferably 5 to 70% by weight, more preferably 10 to 50% by weight.
  • the (meth) acrylate (A) contains the urethane (meth) acrylate or the (meth) acrylate having a polyisoprene skeleton, and the content ratio is 20 to 80% by weight, More preferably, it is 30 to 70% by weight and contains a (meth) acrylate monomer, and its content is 5 to 70% by weight, preferably 10 to 50% by weight.
  • the photopolymerization initiator (B) contained in the composition of the present invention is not particularly limited, and examples thereof include 2,4,6-trimethylbenzoyldiphenylphosphine oxide and 2,4,6-trimethylbenzoylphenylethoxyphosphine.
  • Fin oxide bis (2,4,6-trimethylbenzoyl) -phenylphosphine oxide, bis (2,6-dimethoxybenzoyl) -2,4,4-trimethyl-pentylphosphine oxide, 1-hydroxycyclohexyl phenyl ketone ( Irgacure (trade name) 184; manufactured by BASF), 2-hydroxy-2-methyl- [4- (1-methylvinyl) phenyl] propanol oligomer (Esacure (trade name) ONE; manufactured by Lambarti), 1- [4- (2-Hydroxyethoxy) -phenyl] -2 Hydroxy-2-methyl-1-propan-1-one (Irgacure 2959; manufactured by BASF), 2-hydroxy-1- ⁇ 4- [4- (2-hydroxy-2-methyl-propionyl) -benzyl] -phenyl ⁇ -2-Methyl-propan-1-one (Irgacure 127; manufactured by BASF
  • the photopolymerization initiator (B) has a molar extinction coefficient at 302 nm or 313 nm measured in acetonitrile or methanol of 300 ml / (g ⁇ cm) or more and a molar extinction coefficient at 365 nm of 100 ml. It is preferable to use a photopolymerization initiator that is not more than / (g ⁇ cm). By using such a photopolymerization initiator, it is possible to contribute to an improvement in adhesive strength. When the molar extinction coefficient at 302 nm or 313 nm is 300 ml / (g ⁇ cm) or more, curing at the time of curing in Step 3 becomes more sufficient.
  • a photopolymerization initiator (B) examples include 1-hydroxycyclohexyl phenyl ketone (Irgacure 184; manufactured by BASF), 2-hydroxy-2-methyl-1-phenyl-propan-1-one (Darocur 1173).
  • these photopolymerization initiators (B) can be used alone or in admixture of two or more at any ratio.
  • the weight ratio of the photopolymerization initiator (B) in the photocurable resin composition of the present invention is usually preferably 0.2 to 5% by weight, more preferably 0.3 to 3% by weight. When it is more than 5% by weight, when obtaining a cured product layer having a cured part and an uncured part on the side opposite to the optical substrate side, the uncured part cannot be formed or the transparency of the resin cured product layer is low. There is a risk of getting worse.
  • the ultraviolet curable resin composition of the present invention includes, as other components, a photopolymerization initiation assistant described below, a general formula (1 ), A softening component to be described later, an additive to be described later, and the like.
  • the content ratio of the other components with respect to the total amount of the ultraviolet curable resin composition of the present invention is a balance obtained by subtracting the total amount of the (meth) acrylate (A) and the photopolymerization initiator (B) from the total amount.
  • the total amount of the other components is preferably 0 to 74% by weight, more preferably about 5 to 70% by weight, based on the total amount of the ultraviolet curable resin composition of the present invention.
  • amines that can serve as photopolymerization initiation assistants can be used in combination with the above photopolymerization initiator.
  • examples of amines that can be used include benzoic acid 2-dimethylaminoethyl ester, dimethylaminoacetophenone, p-dimethylaminobenzoic acid ethyl ester, and p-dimethylaminobenzoic acid isoamyl ester.
  • the content in the adhesive resin composition of the present invention is usually preferably 0.005 to 5% by weight, more preferably 0.01 to 3% by weight. is there.
  • the ultraviolet curable resin composition of the present invention can contain a compound having a structure represented by the general formula (1) as necessary.
  • n represents an integer of 0 to 40
  • m represents an integer of 10 to 50.
  • R 1 and R 2 may be the same or different.
  • R 1 and R 2 have 1 to 18 carbon atoms.
  • the compound having the structure represented by the general formula (1) can be obtained, for example, as Unisafe (trade name) PKA-5017 (polyethylene glycol-polypropylene glycol allyl butyl ether) manufactured by NOF Corporation.
  • the weight ratio in the ultraviolet curable resin composition when using the compound having the structure represented by the general formula (1) is usually preferably 10 to 80% by weight, more preferably 10 to 70% by weight.
  • a softening component can be used in the ultraviolet curable resin composition of the present invention as necessary.
  • Specific examples of the softening component that can be used include polymers or oligomers excluding the (meth) acrylate and the compound having the structure represented by the general formula (1), phthalates, phosphates, glycols, Examples thereof include acid esters, aliphatic dibasic acid esters, fatty acid esters, epoxy plasticizers, castor oils, and terpene hydrogenated resins.
  • oligomer and polymer examples include an oligomer or a polymer having a polyisoprene skeleton, a polybutadiene skeleton, a polybutene skeleton or a xylene skeleton and an esterified product thereof. In some cases, a polymer or an oligomer having a polybutadiene skeleton and an ester thereof are used. It is preferred to use a compound.
  • polystyrene resin composition examples include butadiene homopolymer, epoxy-modified polybutadiene, butadiene-styrene random copolymer, maleic acid-modified polybutadiene, and terminal hydroxyl group-modified liquid polybutadiene or liquid hydrogenated polybutadiene. It is done. Further, in the softening component, the above-mentioned softening components can be mixed and used.
  • the weight ratio of the softening component in the ultraviolet curable resin composition is usually preferably 10 to 80% by weight, more preferably 10 to 70% by weight.
  • an antioxidant In the ultraviolet curable resin composition of the present invention, an antioxidant, an organic solvent, a silane coupling agent, a polymerization inhibitor, a leveling agent, an antistatic agent, a surface lubricant, a fluorescent whitening agent, and a light stabilizer are optionally added. You may add additives, such as an agent (for example, hindered amine compound etc.) and a filler.
  • an agent for example, hindered amine compound etc.
  • antioxidants include, for example, BHT, 2,4-bis- (n-octylthio) -6- (4-hydroxy-3,5-di-t-butylanilino) -1,3,5-triazine Pentaerythrityl tetrakis [3- (3,5-di-t-butyl-4-hydroxyphenyl) propionate], 2,2-thio-diethylenebis [3- (3,5-di-t-butyl- 4-hydroxyphenyl) propionate], triethylene glycol-bis [3- (3-tert-butyl-5-methyl-4-hydroxyphenyl) propionate], 1,6-hexanediol-bis [3- (3-t -Butyl-5-methyl-4-hydroxyphenyl) propionate], octadecyl-3- (3,5-di-t-butyl-4-hydroxyphenyl) propionate, , N-hexamethylenebis (3,5-di-di
  • organic solvent examples include alcohols such as methanol, ethanol and isopropyl alcohol, dimethyl sulfone, dimethyl sulfoxide, tetrahydrofuran, dioxane, toluene, xylene and the like.
  • silane coupling agent examples include, for example, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 2- (3,4-epoxy) (Cyclohexyl) ethyltrimethoxysilane, N- (2-aminoethyl) 3-aminopropylmethyldimethoxysilane, ⁇ -mercapropropyltrimethoxysilane, N- (2-aminoethyl) 3-aminopropylmethyltrimethoxysilane, 3 -Aminopropyltriethoxysilane, 3-mercaptopropyltrimethoxysilane, vinyltrimethoxysilane, N- (2- (vinylbenzylamino) ethyl) 3-aminopropyltrimethoxysilane hydrochloride, 3-methacryloxypropyltri
  • polymerization inhibitor examples include paramethoxyphenol and methylhydroquinone.
  • the light stabilizer include, for example, 1,2,2,6,6-pentamethyl-4-piperidyl alcohol, 2,2,6,6-tetramethyl-4-piperidyl alcohol, 1,2,2, 6,6-pentamethyl-4-piperidyl (meth) acrylate (LA-82, manufactured by ADEKA Corporation), tetrakis (1,2,2,6,6-pentamethyl-4-piperidyl) -1,2,3 4-butanetetracarboxylate, tetrakis (2,2,6,6-totramethyl-4-piperidyl) -1,2,3,4-butanetetracarboxylate, 1,2,3,4-butanetetracarboxylic acid 1,2,2,6,6-pentamethyl-4-piperidinol and 3,9-bis (2-hydroxy-1,1-dimethylethyl) -2,4,8,10-tetraoxaspiro [5.5 Mixed esterified product with undecane, bis (2,2,6,6-tetramethyl-4-piperidy
  • the filler include, for example, crystalline silica, fused silica, alumina, zircon, calcium silicate, calcium carbonate, silicon carbide, silicon nitride, boron nitride, zirconia, fosterite, steatite, spinel, titania, talc and the like.
  • examples thereof include powder or beads obtained by spheroidizing these.
  • the weight ratio of the various additives in the photocurable transparent adhesive composition is preferably 0.01 to 3% by weight, more preferably 0.01 to 1% by weight. More preferably, it is 0.02 to 0.5% by weight.
  • the ultraviolet curable resin composition of the present invention can be obtained by mixing and dissolving the aforementioned components at room temperature to 80 ° C., and if necessary, impurities may be removed by an operation such as filtration.
  • impurities may be removed by an operation such as filtration.
  • the ultraviolet curable resin composition of the present invention is produced by bonding at least two optical substrates, at least one of which is an optical substrate having a light-shielding part, by the above [Step 1] to [Step 3]. Used in the way.
  • the cure shrinkage of the cured product of the ultraviolet curable resin composition of the present invention is preferably 3.0% or less, and particularly preferably 2.0% or less.
  • the transmittance at 400 nm to 800 nm of the cured product of the ultraviolet curable resin composition of the present invention is preferably 90% or more.
  • the transmittance at 400 to 450 nm is preferably 90% or more.
  • the ultraviolet curable resin composition containing the (meth) acrylate (A) and the photopolymerization initiator (B) used in the production method of the present invention are described below.
  • “Wt%” in the content of each component indicates a content ratio with respect to the total amount of the ultraviolet curable resin composition of the present invention.
  • the (meth) acrylate (A) is at least one (meth) acrylate selected from the group consisting of urethane (meth) acrylate, (meth) acrylate having a polyisoprene skeleton, and a (meth) acrylate monomer.
  • the ultraviolet curable resin composition as described.
  • (A2) As the (meth) acrylate (A), (I) at least one of urethane (meth) acrylate or (meth) acrylate having a polyisoprene skeleton, and (Ii) (meth) acrylate monomers,
  • (A3) As the (meth) acrylate (A), (I) urethane (meth) acrylate obtained by reaction of poly C2-C4 alkylene glycol, diisocyanate and hydroxy C2-C4 alkyl (meth) acrylate, and (Ii) (meth) acrylate monomers, The ultraviolet curable resin composition as described in said (4) or said (A1) containing both of these.
  • (A4) The ultraviolet curable resin composition according to any one of (A1) to (A3) above, wherein the urethane (meth) acrylate has a weight average molecular weight of 7000 to 25000.
  • (A5) In the ultraviolet curable resin composition containing the (meth) acrylate (A) and the photopolymerization initiator (B), as the photopolymerization initiator (B), an ultraviolet curable resin composition containing an acylphosphine oxide compound, Alternatively, the ultraviolet curable resin composition according to any one of the above (A1) to (A4), which contains an acylphosphine oxide compound as the photopolymerization initiator (B).
  • Acylphosphine oxide compounds are 2,4,6-trimethylbenzoyldiphenylphosphine oxide, 2,4,6-trimethylbenzoylphenylethoxyphosphine oxide, bis (2,4,6-trimethylbenzoyl) -phenylphosphine oxide.
  • the ultraviolet curable resin composition according to (A5) above which is at least one compound selected from the group consisting of bis (2,6-dimethoxybenzoyl) -2,4,4-trimethyl-pentylphosphine oxide.
  • the ultraviolet curable resin composition containing the (meth) acrylate (A) and the photopolymerization initiator (B) further contains other components in addition to the component (A) and the component (B).
  • (A9) (Meth) acrylate (A) includes (i) at least one of urethane (meth) acrylate or polyisoprene (meth) acrylate in an amount of 20 to 80% by weight and (ii) (meth) acrylate monomer in an amount of 5 to 70% by weight,
  • (A10) The ultraviolet curable resin composition according to any one of the above (A7) to (A9), which contains 10 to 80% by weight of the compound represented by the general formula (1) as another component.
  • (A11) An ultraviolet curable resin composition containing (meth) acrylate (A) and a photopolymerization initiator (B) having a cured shrinkage of 3% or less of the cured product of the ultraviolet curable resin composition, or (A1) above The ultraviolet curable resin composition according to any one of (A10) to (A10).
  • the cured sheet of the ultraviolet curable resin composition having a thickness of 200 ⁇ m has an average transmittance of at least 90% in the wavelength region of 400 to 450 nm and an average transmittance in the wavelength region of 400 to 800 nm.
  • the ultraviolet curable resin composition of the present invention can be suitably used as an adhesive for producing an optical member by laminating a plurality of optical substrates by the [Step 1] to [Step 3].
  • the optical substrate used in the method for producing an optical member of the present invention include a transparent plate, a sheet, a touch panel, and a display unit.
  • the “optical substrate” means both an optical substrate having no light shielding part on the surface and an optical substrate having a light shielding part on the surface.
  • at least one of a plurality of optical base materials used is an optical base material having a light shielding portion. The position of the light shielding part in the optical substrate having the light shielding part is not particularly limited.
  • a band-shaped light shielding portion having a width of 0.05 to 20 mm, preferably about 0.05 to 10 mm, more preferably about 0.1 to 6 mm is formed in the peripheral portion of the optical substrate.
  • the light-shielding portion on the optical substrate can be formed by attaching a tape, applying a coating or printing.
  • Various materials can be used as the material of the optical substrate used in the present invention. Specifically, resins such as PET, PC, PMMA, a composite of PC and PMMA, glass, COC, COP, plastic (such as acrylic resin), and the like can be given.
  • an optical substrate used in the present invention for example, a transparent plate or sheet, a sheet or transparent plate obtained by laminating a plurality of films or sheets such as polarizing plates, a non-laminated sheet or transparent plate, and a transparent made from inorganic glass Plates (inorganic glass plates and processed products thereof, such as lenses, prisms, ITO glass) and the like can be used.
  • the optical substrate used in the present invention is a laminate composed of a plurality of functional plates or sheets (hereinafter referred to as “functional laminate”) such as a touch panel (touch panel input sensor) or the following display unit in addition to the polarizing plate described above. Also called “body”).
  • Examples of the sheet that can be used as the optical substrate used in the present invention include an icon sheet, a decorative sheet, and a protective sheet.
  • Examples of the plate (transparent plate) that can be used in the method for producing an optical member of the present invention include a decorative plate and a protective plate.
  • materials for these sheets or plates those listed as materials for transparent plates can be applied.
  • Examples of the material of the touch panel surface that can be used as the optical substrate used in the present invention include glass, PET, PC, PMMA, a composite of PC and PMMA, COC, and COP.
  • the thickness of a plate-like or sheet-like optical substrate such as a transparent plate or a sheet is not particularly limited, and is usually about 5 ⁇ m to 5 cm, preferably about 10 ⁇ m to 10 mm, more preferably about 50 ⁇ m to 3 mm. Is the thickness.
  • a plate-shaped or sheet-shaped transparent optical base material having a light-shielding portion and the functional laminate are cured products of the ultraviolet curable resin composition of the present invention.
  • the optical member bonded together can be mentioned.
  • a display unit with an optical functional material by using a display unit such as a liquid crystal display device as one of optical substrates and an optical functional material as another optical substrate ( Hereinafter, it is also referred to as a display panel).
  • the display unit include display devices such as LCD, EL display, EL illumination, electronic paper, and plasma display in which a polarizing plate is attached to glass.
  • the optical functional material include transparent plastic plates such as acrylic plates, PC plates, PET plates, and PEN plates, tempered glass, and touch panel input sensors.
  • the visibility of the display image is further improved when the refractive index of the cured product is 1.45 to 1.55 for improving the visibility. .
  • the difference in refractive index from the base material used as the optical base material can be reduced, and the light loss can be reduced by suppressing the irregular reflection of light.
  • Preferred embodiments of the optical member obtained by the production method of the present invention include the following (i) to (vii).
  • An optical base selected from the group consisting of a transparent glass substrate having a light shielding part, a transparent resin substrate having a light shielding part, and a glass substrate on which a light shielding material and a transparent electrode are formed, as the optical base material having the light shielding part.
  • the optical member according to (i), which is a material and the functional laminate is a display unit or a touch panel.
  • a touch panel or touch panel input sensor in which a plate-shaped or sheet-shaped optical substrate having a light-shielding portion is bonded to the surface on the touch surface side of the touch panel using the cured product of the ultraviolet curable resin composition of the present invention.
  • a display panel in which a plate-like or sheet-like optical substrate having a light-shielding part is bonded to the display screen of the display unit using the cured product of the ultraviolet curable resin composition of the present invention.
  • the ultraviolet curable resin composition of the present invention By using the ultraviolet curable resin composition of the present invention and bonding a plurality of optical substrates selected from the above optical substrates by the method described in Steps 1 to 3, the optical member of the present invention is bonded. can get.
  • the ultraviolet curable resin composition may be applied to only one of the surfaces facing each other through the cured product layer in the two optical substrates to be bonded, or may be applied to both surfaces. good.
  • the functional laminate is a touch panel or a display unit
  • any one surface of the protective base material having a light shielding part, preferably the light shielding part is provided.
  • the resin composition may be applied to only one of the provided surface and the touch surface of the touch panel or the display surface of the display unit, or may be applied to both of them.
  • a light shielding portion of the protective base material is provided in Step 1, in which a protective base material or a touch panel for protecting the display screen of the display body unit is bonded to the display body unit.
  • the resin composition may be applied to only one of the substrate surface opposite to the surface or the touch surface of the touch panel and the display surface of the display unit, or to both of them.
  • the optical member including the display unit obtained by the manufacturing method of the present invention and the optical base material having the light shielding portion can be incorporated into an electronic device such as a television, a small game machine, a mobile phone, and a personal computer.
  • UV-curable resin composition Urethane acrylate (reaction product of 3 components (molar ratio 1: 1.2: 2) of hydrogenated polybutadienediol (molecular weight 3000), isophorone diisocyanate, 2-hydroxyethyl acrylate) 16 parts by weight , GI-2000 (both end hydroxylated polybutadiene, manufactured by Nippon Soda Co., Ltd.) 18 parts by weight, Nisseki Polybutene LV-100 (liquid polybutene, manufactured by JX Nippon Steel & Nisseki Energy Co., Ltd.), Clearon (Product Name) M105 (aromatically modified hydrogenated terpene resin, manufactured by Yashara Chemical Co., Ltd.) 16 parts, LA (lauryl acrylate, Osaka Organic Chemical Industry Co., Ltd.) 11 parts by weight, S-1800A (isostearyl acrylate) , Shin-Nakamura Chemical Co., Ltd.) 25 parts, Speed Cure (trade
  • Example 1 As shown in FIG. 4 (a), the UV curable resin composition A is 2 cm wide and 15 cm long on the transparent substrate 10 which is a PET film that has been subjected to easy adhesion treatment on both sides having a width of 3 cm and a length of 15 cm. The coating was applied so that the film thickness was 250 ⁇ m. Thereafter, the obtained coating layer 5 is integrated from the atmosphere side through an ultraviolet cut filter 9 that blocks a wavelength of 320 nm or less using an electrodeless ultraviolet lamp (D bulb, manufactured by Heraeus Noblelight Fusion Ubuy).
  • D bulb manufactured by Heraeus Noblelight Fusion Ubuy
  • a cured product layer 6 having a cured portion existing on the lower side (transparent substrate side) of the coating layer and an uncured portion existing on the upper side (atmosphere side) of the coating layer is irradiated with ultraviolet rays 8 having a light amount of 100 mJ / cm 2. Formed. At this time, the ratio of the maximum illuminance in the range of 200 to 320 nm was 3 when the maximum illuminance in the range of 320 to 450 nm was 100. Further, as shown in FIG. 4 (b), the uncured portion present on the upper side (atmosphere side) of the coating layer on the PET film is opposed to one surface of the 10 inch liquid crystal display unit.
  • the transparent substrate 2 and the liquid crystal display unit 1 were bonded together as shown in FIG. Finally, as shown in FIG. 4 (c), with an ultra-high pressure mercury lamp (TOSCURE (trade name) 752, manufactured by Harrison Toshiba Lighting Co., Ltd.), the accumulated light amount is 2000 mJ / cm 2 from the PET film side (transparent substrate 10 side).
  • the cured resin layer was cured by irradiating with ultraviolet rays 8 to obtain a joined body of a PET film and a liquid crystal display unit.
  • the storage rigidity in the cured product layer (curing rate: 70%) in the temporary curing was 1000 Pa
  • the storage rigidity in the cured product layer (curing rate: 99%) in the main curing was 14000 Pa.
  • Example 2 A curing present on the lower side (transparent substrate side) of the coating layer on the PET film in the same manner as in Example 1 except that the ultraviolet cut filter that blocks the wavelength of 320 nm or less is changed to a glass plate having a thickness of 0.5 mm.
  • cured material layer 6 which has a non-hardened part which exists in the upper part (atmosphere side) of a part and an application layer was formed.
  • the ratio of the maximum illuminance in the range of 200 to 320 nm was 21 when the maximum illuminance in the range of 320 to 450 nm was 100. Further, as shown in FIG.
  • the uncured portion present on the upper side (atmosphere side) of the coating layer on the PET film is opposed to one surface of the 10 inch liquid crystal display unit.
  • the transparent substrate 2 and the liquid crystal display unit 1 were bonded together as shown in FIG.
  • an ultra-high pressure mercury lamp TOSCURE752, manufactured by Harrison Toshiba Lighting Co., Ltd.
  • TOSCURE752 is used to irradiate ultraviolet rays 8 with an integrated light amount of 2000 mJ / cm 2 from the PET film side (transparent substrate 3 side).
  • the cured resin layer was cured to obtain a joined body of the PET film and the liquid crystal display unit.
  • the storage rigidity in the cured product layer (curing rate: 75%) in the temporary curing was 1500 Pa
  • the storage rigidity in the cured product layer (curing rate: 99%) in the main curing was 14000 Pa.
  • Comparative Example 1 Adjustment of UV curable resin composition 9 parts by weight of urethane acrylate (hydrogenated polybutadiene diol (molecular weight 3000), isophorone diisocyanate, 2-hydroxyethyl acrylate, 3 components (molar ratio 1: 1.2: 2)), GI-2000 (both end hydroxyl groups) 55 parts by weight of hydrogenated polybutadiene (manufactured by Nippon Soda Co., Ltd.), 13 parts of Nisseki Polybutene LV-100 (liquid polybutene, JX Nippon Steel Nisseki Energy Co., Ltd.), LA (lauryl acrylate, Osaka Organic Chemical Industry) 15 parts by weight (made by Co., Ltd.), 3 parts by S-1800A (isostearyl acrylate, made by Shin-Nakamura Chemical Co., Ltd.), Speed Cure (trade name) TPO (2,4,6-trimethylbenzoyldiphenylphosphine oxide) (Manuvl
  • the viscosity at 25 ° C. was 3500 mPa ⁇ s.
  • the UV curable resin composition A is 2 cm wide and 15 cm long on the transparent substrate 10 which is a PET film that has been subjected to easy adhesion treatment on both sides having a width of 3 cm and a length of 15 cm.
  • the coating was applied so that the film thickness was 250 ⁇ m.
  • the obtained coating layer 5 is integrated from the atmosphere side through an ultraviolet cut filter 9 that blocks a wavelength of 320 nm or less using an electrodeless ultraviolet lamp (D bulb, manufactured by Heraeus Noblelight Fusion Ubuy).
  • D bulb manufactured by Heraeus Noblelight Fusion Ubuy
  • a cured product layer 6 having a cured portion existing on the lower side (transparent substrate side) of the coating layer and an uncured portion existing on the upper side (atmosphere side) of the coating layer is irradiated with ultraviolet rays 8 having a light amount of 100 mJ / cm 2. Formed. At this time, the ratio of the maximum illuminance in the range of 200 to 320 nm was 3 when the maximum illuminance in the range of 320 to 450 nm was 100. Further, as shown in FIG. 4 (b), the uncured portion present on the upper side (atmosphere side) of the coating layer on the PET film is opposed to one surface of the 10 inch liquid crystal display unit.
  • the transparent substrate 2 and the liquid crystal display unit 1 were bonded together as shown in FIG. Finally, as shown in FIG. 4 (c), with an ultra-high pressure mercury lamp (TOSCURE (trade name) 752, manufactured by Harrison Toshiba Lighting Co., Ltd.), the accumulated light amount is 2000 mJ / cm 2 from the PET film side (transparent substrate 10 side).
  • the cured resin layer was cured by irradiating with ultraviolet rays 8 to obtain a joined body of a PET film and a liquid crystal display unit.
  • the storage rigidity in the cured product layer (curing rate: 70%) in the temporary curing was 1200 Pa
  • the storage stiffness in the cured product layer (curing rate: 99%) in the main curing was 1500 Pa.
  • Adhesive strength The adhesion of the joined body of the PET film and the liquid crystal display unit obtained in Examples 1 and 2 and Comparative Example 1 was measured by a method based on JISZ0237. Necessary for horizontally fixing the joined body of the PET film and the liquid crystal display unit, that is, with the liquid crystal display unit horizontally so that the PET film is on the upper surface, and peeling it off from the end of the PET film in the vertical direction (90 ° upward). The force was measured. The results are shown in Table 1 below.
  • the optical member produced by the production method of the present invention is cured by irradiating the ultraviolet curable resin composition with ultraviolet rays before laminating the substrates, and then irradiating with ultraviolet rays again after laminating. Although it was manufactured, it had high adhesive strength.
  • the obtained ultraviolet curable resin composition A was sufficiently cured, and the durometer E hardness was measured using a durometer hardness meter (type E) by a method based on JIS K7215 to evaluate flexibility. More specifically, the ultraviolet curable resin composition was poured into a cylindrical mold so that the film thickness was 1 cm, and the resin composition was sufficiently cured by irradiation with ultraviolet rays. The hardness of the obtained cured product was measured with a durometer hardness meter (type E). As a result, the measured value was less than 10, and the flexibility was excellent.
  • An ultraviolet curable resin composition A is applied to each of the display surface of the liquid crystal display unit having an area of 3.5 inches and the surface on which the light shielding portion on the transparent substrate having the light shielding portion (width 5 mm) is formed on the outer peripheral portion.
  • the film was applied to a film thickness of 125 ⁇ m.
  • an electrodeless UV lamp (D bulb manufactured by Heraeus Noble Light Fusion Ubuy Co., Ltd.) was used for the coating layer thus obtained, through an UV cut filter that blocks wavelengths of 320 nm or less, and an integrated light quantity of 100 mJ / A cured product layer having a cured portion and an uncured portion existing on the atmosphere side was formed by performing ultraviolet irradiation of cm 2 .
  • the ultraviolet ray irradiated to the ultraviolet curable resin composition A had a maximum illuminance ratio of 3 when the maximum illuminance in the range of 320 nm to 450 nm was 100.
  • the liquid crystal display unit 1 and the transparent substrate 3 having a light shielding portion were bonded together so that the uncured portions faced each other.
  • the resin cured product layer is cured by irradiating ultraviolet rays 8 with an integrated light amount of 2000 mJ / cm 2 from the glass substrate side having a light shielding portion with an ultra-high pressure mercury lamp (TOSCURE 752, manufactured by Harrison Toshiba Lighting Co., Ltd.).
  • TOSCURE 752 manufactured by Harrison Toshiba Lighting Co., Ltd.
  • the transparent substrate was removed from the obtained optical member, and the cured resin layer of the light shielding part was washed away with heptane, and then the cured state was confirmed. There was no evidence that the uncured resin composition was removed, and the resin in the light shielding portion was sufficiently cured.
  • the method for producing an optical member of the present invention is capable of obtaining an optical member such as a display unit having little damage to the optical substrate, good productivity, and good curability and adhesion.
  • the optical member obtained by the present invention can be suitably incorporated in a display device such as a liquid crystal display, a plasma display, or an organic EL display.
  • 1 liquid crystal display unit 2 transparent substrate with light shielding part, 3 transparent substrate, 4 light shielding part, 5 ultraviolet curable resin composition layer, 6 cured product layer with uncured part, 7 resin cured product layer, 8 ultraviolet light, 9 Short wavelength UV cut filter or glass plate, 10 PET film with easy adhesion treatment on both sides

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Abstract

L'invention concerne un procédé de production d'un élément optique qui comprend au moins deux substrats optiques stratifiés l'un sur l'autre, le procédé comprenant les étapes suivantes 1 à 3 et utilisant une composition de résine dans laquelle le module de conservation à 25 °C d'une couche de résine de stockage irradiée avec des rayons ultraviolets dans l'étape suivante 3 est de 1,5 à 10 fois celui de la couche de résine irradiée avec des rayons ultraviolets dans l'étape suivante 1 et qui, après avoir été irradiée avec des rayons ultraviolets dans l'étape 1 ci-après, a un module de conservation à 25 °C de 1×102-1×104 Pa : [étape 1] une étape dans laquelle une composition de résine durcissable aux ultraviolets comprenant un (méth)acrylate (A) et un initiateur de photopolymérisation (B) est appliquée à au moins un substrat optique pour former une couche de revêtement et la couche de revêtement est irradiée avec des rayons ultraviolets pour ainsi obtenir un substrat optique ayant une couche objet durcie comprenant une partie durcie de la couche de revêtement qui est présente sur le côté substrat optique et une partie non durcie qui est présente sur le côté opposé au côté substrat optique; [étape 2] une étape dans laquelle la partie non durcie du substrat optique obtenu dans l'étape 1 est stratifiée sur un autre substrat optique ou sur la partie non durcie d'un autre substrat optique obtenu dans l'étape 1; et [étape 3] une étape dans laquelle la couche objet durcie contenant la partie non durcie du substrat optique stratifiée dans l'étape 2 est irradiée avec des rayons ultraviolets à travers l'autre substrat optique, pour ainsi faire durcir la couche objet durcie.
PCT/JP2015/068262 2014-06-27 2015-06-24 Procédé de production d'élément optique, et composition de résine durcissable aux ultraviolets destinée à être utilisée dans celui-ci WO2015199156A1 (fr)

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JP6823940B2 (ja) * 2016-04-20 2021-02-03 日東電工株式会社 活性エネルギー線硬化型接着剤組成物、積層偏光フィルムおよびその製造方法、積層光学フィルムおよび画像表示装置
JP2017134807A (ja) * 2016-08-04 2017-08-03 株式会社 ディー・エヌ・エー 所定のサービスを提供するためのプログラム、システム、及び方法
JP6815550B1 (ja) * 2020-05-26 2021-01-20 グンゼ株式会社 カバーフィルム及びその製造方法
JP2021060617A (ja) * 2020-12-29 2021-04-15 ソニー株式会社 表示装置、及び、電子機器

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