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WO2019163749A1 - Film polarisant, son procédé de fabrication, film optique et dispositif d'affichage d'image - Google Patents

Film polarisant, son procédé de fabrication, film optique et dispositif d'affichage d'image Download PDF

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Publication number
WO2019163749A1
WO2019163749A1 PCT/JP2019/006038 JP2019006038W WO2019163749A1 WO 2019163749 A1 WO2019163749 A1 WO 2019163749A1 JP 2019006038 W JP2019006038 W JP 2019006038W WO 2019163749 A1 WO2019163749 A1 WO 2019163749A1
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WO
WIPO (PCT)
Prior art keywords
active energy
energy ray
group
polarizing film
polarizer
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/JP2019/006038
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English (en)
Japanese (ja)
Inventor
菅野　亮
昌之 岡本
紀二 大學
山崎　達也
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Nitto Denko Corp
Original Assignee
Nitto Denko Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from JP2019018517A external-priority patent/JP7288306B2/ja
Application filed by Nitto Denko Corp filed Critical Nitto Denko Corp
Priority to KR1020207020905A priority Critical patent/KR102641598B1/ko
Priority to US16/975,451 priority patent/US20210018666A1/en
Priority to CN201980011221.XA priority patent/CN111670394B/zh
Publication of WO2019163749A1 publication Critical patent/WO2019163749A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K59/00—Integrated devices, or assemblies of multiple devices, comprising at least one organic light-emitting element covered by group H10K50/00
    • H10K59/80—Constructional details
    • H10K59/8791—Arrangements for improving contrast, e.g. preventing reflection of ambient light
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • 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
    • G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
    • 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
    • H—ELECTRICITY
    • H05—ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
    • H05B—ELECTRIC HEATING; ELECTRIC LIGHT SOURCES NOT OTHERWISE PROVIDED FOR; CIRCUIT ARRANGEMENTS FOR ELECTRIC LIGHT SOURCES, IN GENERAL
    • H05B33/00—Electroluminescent light sources
    • H05B33/02—Details

Definitions

  • the present invention relates to a polarizing film in which a transparent protective film is provided on at least one surface of a polarizer via an adhesive layer and a method for producing the same.
  • the polarizing film can form an image display device such as a liquid crystal display device (LCD), an organic EL display device, a CRT, or a PDP alone or as an optical film obtained by laminating the polarizing film.
  • a polarizing film is used for image display.
  • a liquid crystal display device LCD
  • a circularly polarizing film in which a polarizing film and a quarter wavelength plate are laminated is disposed on the viewing side of the organic light emitting layer in order to shield the specular reflection of external light on the metal electrode.
  • polarizing film generally, a polyvinyl alcohol adhesive, an active energy ray curable adhesive, or the like is provided on one or both sides of a polarizer made of a dichroic material such as a polyvinyl alcohol film and iodine. The thing stuck together by is used.
  • the polarizing film spreads along the absorption axis direction of the polarizer due to a change in the contraction stress of the polarizer.
  • cracks through cracks
  • the thin polarizer has a thickness of 10 ⁇ m or less, the change in the shrinkage stress is small, so that the through crack is less likely to occur.
  • a polarizing film in which a protective film is bonded to one side or both sides of a thin polarizer having a thickness of 10 ⁇ m or less and generation of through cracks is suppressed is disclosed (for example, see Patent Document 1 below).
  • a thin polarizer having a thickness of 10 ⁇ m or less has a problem that the optical characteristics in a humidified environment are likely to deteriorate. Therefore, in the following Patent Document 2, a resin film having extremely low moisture permeability is used as a protective film for the thin polarizer, and the deterioration of the polarizer due to humidification of the thin polarizer is suppressed.
  • polarizing plates have also been used in automobile meter displays, smart watches, etc., and due to their design, etc., the polarizing plate can be used in a shape other than rectangular, or a through hole can be formed in the polarizing plate. It has also been desired (see, for example, Patent Document 3 below).
  • profile processing such as these, there is an increasing demand for more delicate and precise processing and more complicated processing that have not been seen in the past, such as small-diameter concave R processing and small-diameter holes. It has been found that there is a tendency that cracks are likely to occur in recessed portions such as small-diameter hole processing and small-diameter concave R processing as compared with the case of a short shape.
  • Patent Document 2 uses a polarizing film that uses a resin film with extremely low moisture permeability as a protective film for the thin polarizer, and suppresses the deterioration of the thin polarizer in a humidified environment and the occurrence of cracks during thermal shock.
  • a polarizing film that uses a resin film with extremely low moisture permeability as a protective film for the thin polarizer, and suppresses the deterioration of the thin polarizer in a humidified environment and the occurrence of cracks during thermal shock.
  • the present invention has been developed in view of the above circumstances, and is particularly required for a deformed polarizing film subjected to suppression of deterioration of optical characteristics under a humidified environment, for example, small-diameter concave R processing or small-diameter hole processing.
  • An object of the present invention is to provide a polarizing film capable of achieving both crack durability and a method for producing the same.
  • an object is to provide an optical film in which at least one polarizing film is laminated, and further an image display device using the polarizing film and / or the optical film.
  • the present invention is a polarizing film in which a transparent protective film is provided on at least one surface of a polarizer via an adhesive layer, and the transparent protective film is a cellulose resin film, and the adhesive The layer is formed by a cured product layer formed by irradiating an active energy ray-curable adhesive composition with active energy rays, and the active energy ray-curable adhesive composition has a total weight of 100% by weight.
  • the active energy ray-curable compound (A) having an SP value of 29.0 (MJ / m 3 ) 1/2 or more and 32.0 (MJ / m 3 ) 1/2 or less is 0.0 to
  • the active energy ray-curable compound (B) having 4.0% by weight and an SP value of 18.0 (MJ / m 3 ) 1/2 or more and less than 21.0 (MJ / m 3 ) 1/2 is 5.0. ⁇ 98.0 wt%, and SP value is 21 Is 0 (MJ / m 3) 1/2 or more 26.0 (MJ / m 3) 1/2 which is an active energy ray-curable compound (C) 5.0 ⁇ 98.0 wt% content is less
  • the present invention relates to a polarizing film.
  • the thickness of the polarizer is preferably 3 ⁇ m or more and 15 ⁇ m or less.
  • the active energy ray-curable adhesive composition preferably contains 20 to 80% by weight of the active energy ray-curable compound (B) when the total amount of the composition is 100% by weight.
  • the active energy ray-curable adhesive composition contains an acrylic oligomer (D) obtained by polymerizing a (meth) acrylic monomer.
  • the said polarizing film WHEREIN It is preferable that the acrylic equivalent Cae of the said active energy ray hardening-type adhesive composition represented by following formula (1) is 140 or more.
  • C ae 1 / ⁇ (W N / N ae ) (1),
  • W N is a mass fraction of the active energy ray-curable compound N in the composition
  • N ae is an acrylic equivalent of the active energy ray-curable compound N.
  • the active energy ray-curable adhesive composition contains a radical polymerization initiator having a hydrogen abstracting action.
  • the radical polymerization initiator is preferably a thioxanthone radical polymerization initiator.
  • the active energy ray-curable adhesive composition contains an acrylic oligomer (D), Between the transparent protective film and the adhesive layer, a compatible layer in which these compositions continuously change is formed, When the thickness of the compatible layer is P ( ⁇ m) and the content of the acrylic oligomer (D) when the total amount of the composition is 100% by weight is Q% by weight, the value of P ⁇ Q is 10 Is preferably small.
  • At least one bonding surface of the polarizer and the transparent protective film has the following general formula (1): (Wherein X is a functional group containing a reactive group, and R 1 and R 2 are each independently a hydrogen atom, an aliphatic hydrocarbon group which may have a substituent, or an aryl group. Or represents a heterocyclic group), It is preferable that the compound represented by the general formula (1) is interposed between one or both of the polarizer and the adhesive layer and the transparent protective film and the adhesive layer.
  • the compound represented by the general formula (1) is represented by the following general formula (1 ′). It is preferable that Y is an organic group (wherein X, R 1 and R 2 are the same as described above).
  • the bonding surface of the polarizer includes a compound represented by the general formula (1).
  • the reactive group possessed by the compound represented by the general formula (1) is an ⁇ , ⁇ -unsaturated carbonyl group, a vinyl group, a vinyl ether group, an epoxy group, an oxetane group, an amino group, an aldehyde group, It is preferably at least one reactive group selected from the group consisting of mercapto groups and halogen groups.
  • the present invention provides a bonding process in which an active energy ray-curable adhesive composition is applied to at least one surface of a polarizer and a transparent protective film, and the polarizer and the transparent protective film are bonded together.
  • an active energy ray-curable adhesive composition is applied to at least one surface of a polarizer and a transparent protective film, and the polarizer and the transparent protective film are bonded together.
  • the transparent protective film is a cellulose-based resin film, and the active energy ray-curable adhesive composition is 100% by weight of the total composition.
  • the active energy ray-curable compound when, SP value 29.0 (MJ / m 3) 1/2 or more 32.0 (MJ / m 3) the active energy ray-curable compound is less than half the (a) 1.0 to 4.0 wt%, SP value of 18.0 (MJ / m 3) 1/2 or more 21.0 (MJ / m 3) The active energy ray-curable compound is less than 1/2 the (B) An active energy ray-curable compound having a SP value of 5.0 to 98.0% by weight and an SP value of 21.0 (MJ / m 3 ) 1/2 or more and 26.0 (MJ / m 3 ) 1/2 or less (C ) In an amount of 5.0 to 98.0% by weight.
  • the following general formula (1) on the bonding surface of at least one of the said polarizer and the said transparent protective film: (Wherein X is a functional group containing a reactive group, and R 1 and R 2 are each independently a hydrogen atom, an aliphatic hydrocarbon group which may have a substituent, or an aryl group. Or an easy adhesion treatment step of attaching a heterocyclic group.
  • the compound represented by the said General formula (1) is the following general formula (1 '). It is preferable that Y is an organic group (wherein X, R 1 and R 2 are the same as described above).
  • At least one surface of the polarizer and the transparent protective film, and a surface to be bonded is subjected to corona treatment, plasma treatment, excimer treatment, or frame treatment. It is preferable to carry out.
  • the active energy ray preferably contains visible light having a wavelength range of 380 to 450 nm.
  • the active energy ray preferably has a ratio of an integrated illuminance in a wavelength range of 380 to 440 nm to an integrated illuminance in a wavelength range of 250 to 370 nm of 100: 0 to 100: 50.
  • the present invention relates to an image display device.
  • the active energy ray-curable adhesive composition is used in the present invention as an active energy ray-curable compound. It shall contain (A), an active energy ray-curable compound (B), and an active energy ray-curable compound (C).
  • the SP value of the active energy ray-curable compound (A) is 29.0 (MJ / m 3 ) 1/2 or more and 32.0 (MJ / m 3 ) 1/2 or less, and the total amount of the composition is 100% by weight.
  • the composition ratio is 0.0 to 4.0% by weight.
  • Such an active energy ray-curable compound (A) has a high SP value, for example, a PVA polarizer (for example, SP value 32.8) and a saponified triacetyl cellulose (for example, SP value 32.7) as a transparent protective film, It greatly contributes to the improvement of adhesiveness with the adhesive layer.
  • the upper limit of the active energy ray-curable compound (A) is preferably 4.0% by weight, more preferably 2.0% by weight. It is preferably 5% by weight, more preferably 1.0% by weight, and particularly preferably no active energy ray curable compound (A).
  • the SP value of the active energy ray-curable compound (B) is 18.0 (MJ / m 3 ) 1/2 or more and less than 21.0 (MJ / m 3 ) 1/2 , and the composition ratio is 5.0 to 98.0% by weight.
  • Such an active energy ray-curable compound (B) has a low SP value and is far away from water (SP value 47.9), which greatly contributes to improving the water resistance of the adhesive layer.
  • the composition ratio is preferably 20 to 80% by weight, and more preferably 25 to 70% by weight.
  • the SP value of the active energy ray-curable compound (C) is 21.0 (MJ / m 3 ) 1/2 or more and 26.0 (MJ / m 3 ) 1/2 or less, and the composition ratio is 5.0 to 98.0% by weight.
  • the SP value of the active energy ray-curable compound (C) is close to the SP value (for example, 23.3) of unsaponified triacetyl cellulose as a transparent protective film and the SP value (for example, 22.2) of an acrylic film, for example. It contributes to the improvement of adhesiveness with these transparent protective films.
  • the composition ratio is preferably 20 to 80% by weight, and more preferably 25 to 70% by weight.
  • a specific (ii) transparent protective film and a polarizer are bonded by the above-described (i) active energy ray-curable adhesive composition.
  • the transparent protective film As the transparent protective film, a cellulose resin film is used. Cellulosic resin films have a small dimensional change upon thermal shock and a low coefficient of linear expansion. On the other hand, the moisture permeability is high. Therefore, in order to achieve both suppression of deterioration of optical properties in a humidified environment of the polarizing film and excellent crack durability, the cellulose-based resin film has both a positive surface and a negative surface. i) By adhering to a polarizer using an adhesive layer composed of a cured product layer of an active energy ray-curable adhesive composition, the negative side of the cellulose resin film can be compensated and both of the above problems can be achieved.
  • the specific (ii) transparent protective film and the thickness are 3 ⁇ m or more and 15 ⁇ m or less through the adhesive layer composed of the cured layer of the specific (i) active energy ray-curable adhesive composition.
  • a polarizing film is constructed by adhering a specific (iii) thin polarizer, it is possible to achieve both higher suppression of deterioration of optical properties of the polarizing film in a humidified environment and excellent crack durability at a higher level. preferable.
  • the polarizing film which concerns on this invention comprises a specific transparent protective film and a polarizer through the adhesive bond layer which consists of a hardened
  • the active energy ray-curable adhesive composition contains active energy ray-curable compounds (A), (B), and (C) as curable components. Specifically, the active energy ray having an SP value of 29.0 (MJ / m 3 ) 1/2 or more and 32.0 (MJ / m 3 ) 1/2 or less when the total amount of the composition is 100% by weight.
  • the linear curable compound (B) is 5.0 to 98.0% by weight
  • the SP value is 21.0 (MJ / m 3 ) 1/2 or more and 26.0 (MJ / m 3 ) 1/2 or less.
  • the active energy ray-curable compound (C) is contained in an amount of 5.0 to 98.0% by weight.
  • the “composition total amount” means the total amount including various initiators and additives in addition to the active energy ray-curable compound.
  • solubility parameter (SP value) the solubility parameter (SP value) of an active energy ray-curable compound, a polarizer, various transparent protective films and the like is calculated by Fedors [“Polymer Engineering & Sci.”]. , Vol. 14, No. 2 (1974), pages 148-154]
  • the active energy ray-curable compound (A) has a radical polymerizable group such as a (meth) acrylate group and has an SP value of 29.0 (MJ / m 3 ) 1/2 or more and 32.0 (MJ / m). 3 ) Any compound that is 1 ⁇ 2 or less can be used without limitation.
  • Specific examples of the active energy ray-curable compound (A) include hydroxyethyl acrylamide (SP value 29.5), N-methylol acrylamide (SP value 31.5) and the like.
  • the (meth) acrylate group means an acrylate group and / or a methacrylate group.
  • the active energy ray-curable compound (B) has a radical polymerizable group such as a (meth) acrylate group and has an SP value of 18.0 (MJ / m 3 ) 1/2 or more and 21.0 (MJ / m). 3 ) Any compound that is less than 1 ⁇ 2 can be used without limitation.
  • Specific examples of the active energy ray-curable compound (B) include, for example, tripropylene glycol diacrylate (SP value 19.0), 1,9-nonanediol diacrylate (SP value 19.2), tricyclodecanedi.
  • Aronix M-220 (manufactured by Toagosei Co., Ltd., SP value 19.0), light acrylate 1,9ND-A (Kyoeisha) Chemical company, SP value 19.2), light acrylate DGE-4A (manufactured by Kyoeisha Chemical Co., SP value 20.9), light acrylate DCP-A (manufactured by Kyoeisha Chemical Co., SP value 20.3), SR-531 (Manufactured by SARTOMER, SP value 19.1), CD-536 (manufactured by SARTOMER, SP value 19.4) and the like.
  • the active energy ray-curable compound (C) has a radical polymerizable group such as a (meth) acrylate group and has an SP value of 21.0 (MJ / m 3 ) 1/2 or more and 26.0 (MJ / m). 3 ) Any compound that is 1 ⁇ 2 or less can be used without limitation.
  • Specific examples of the active energy ray-curable compound (C) include, for example, acryloylmorpholine (SP value 22.9), N-methoxymethylacrylamide (SP value 22.9), N-ethoxymethylacrylamide (SP value 22. 3).
  • a commercial item can also be used suitably as an active energy ray hardening-type compound (C), for example, ACMO (the Kojin company make, SP value 22.9), Wasmer 2MA (the Kasano Kosan company make, SP value 22. 9), Wasmer EMA (manufactured by Kasano Kosan Co., Ltd., SP value 22.3), Wasmer 3MA (manufactured by Kasano Kosan Co., Ltd., SP value 22.4), and the like.
  • ACMO the Kojin company make, SP value 22.9
  • Wasmer 2MA the Kasano Kosan company make, SP value 22. 9
  • Wasmer EMA manufactured by Kasano Kosan Co., Ltd., SP value 22.3
  • Wasmer 3MA manufactured by Kasano Kosan Co., Ltd., SP value 22.4
  • the acrylic equivalent Cae of the active energy ray-curable adhesive composition represented by the following formula (1) is 140 or more, the active energy ray-curable adhesive composition is cured. Curing shrinkage can be suppressed. This is preferable because adhesion to an adherend, particularly a polarizer, is improved.
  • C ae 1 / ⁇ (W N / N ae ) (1)
  • W N is a mass fraction of the active energy ray-curable compound N in the composition
  • N ae is an acrylic equivalent of the active energy ray-curable compound N.
  • the acrylic equivalent of an active energy ray hardening-type adhesive composition is more than predetermined, it can estimate as follows why the adhesive force of the adhesive layer obtained increases.
  • the acrylic equivalent C ae is more preferably 155 or more, and further preferably 165 or more.
  • the active energy ray-curable adhesive composition is an acrylic oligomer obtained by polymerizing a (meth) acrylic monomer in addition to the active energy ray-curable compounds (A), (B) and (C) as curable components. (D) may be contained.
  • the component (D) in the active energy ray-curable adhesive composition volume shrinkage when the active energy ray is irradiated and cured on the composition is reduced, and the adhesive layer, the polarizer, and the transparent Interfacial stress with an adherend such as a protective film can be reduced. As a result, it is possible to suppress a decrease in adhesiveness between the adhesive layer and the adherend.
  • the adhesive composition preferably contains 3.0% by weight or more of the acrylic oligomer (D), 5.0% by weight. It is more preferable to contain above.
  • the content of the acrylic oligomer (D) in the adhesive composition is preferably 25% by weight or less, and more preferably 15% by weight or less.
  • the active energy ray-curable adhesive composition preferably has a low viscosity when considering workability and uniformity during coating, and therefore an acrylic oligomer (D) formed by polymerizing a (meth) acrylic monomer. It is also preferable that the viscosity is low.
  • the acrylic oligomer having a low viscosity and capable of preventing curing shrinkage of the adhesive layer preferably has a weight average molecular weight (Mw) of 15000 or less, more preferably 10,000 or less, and particularly preferably 5000 or less. preferable.
  • the weight average molecular weight (Mw) of the acrylic oligomer (D) is preferably 500 or more, and more preferably 1000 or more. More preferably, it is particularly preferably 1500 or more.
  • the (meth) acrylic monomer constituting the acrylic oligomer (D) include methyl (meth) acrylate, ethyl (meth) acrylate, N-propyl (meth) acrylate, isopropyl (meth) acrylate, 2 -Methyl-2-nitropropyl (meth) acrylate, N-butyl (meth) acrylate, isobutyl (meth) acrylate, S-butyl (meth) acrylate, T-butyl (meth) acrylate, N-pentyl (meth) acrylate, T-pentyl (meth) acrylate, 3-pentyl (meth) acrylate, 2,2-dimethylbutyl (meth) acrylate, N-hexyl (meth) acrylate, cetyl (meth) acrylate, N-octyl (meth) acrylate, 2 -Ethylhexyl (me)
  • acrylic oligomer (D) examples include “ARUFON” manufactured by Toagosei Co., Ltd., “Act Flow” manufactured by Soken Chemical Co., Ltd., “JONCRYL” manufactured by BASF Japan.
  • the active energy ray-curable adhesive composition preferably contains a radical polymerization initiator (E) having a hydrogen abstracting action.
  • a radical polymerization initiator (E) having a hydrogen abstracting action is present in the active energy ray curable adhesive composition, the active energy ray curable compound is polymerized to form a base polymer constituting the adhesive layer.
  • hydrogen is extracted from, for example, a methylene group of the active energy ray-curable compound to generate radicals. And the methylene group etc.
  • examples of the radical polymerization initiator (E) having a hydrogen abstracting action include thioxanthone radical polymerization initiators and benzophenone radical polymerization initiators.
  • examples of the thioxanthone radical polymerization initiator include compounds represented by the following general formula (2). (Wherein R 3 and R 4 represent —H, —CH 2 CH 3 , —iPr or Cl, and R 3 and R 4 may be the same or different)
  • the adhesiveness is excellent as compared with the case where a photopolymerization initiator having high sensitivity to light of 380 nm or more is used alone.
  • a photopolymerization initiator that is highly sensitive to light of 380 nm or more will be described later.
  • diethylthioxanthone in which R 3 and R 4 are —CH 2 CH 3 is particularly preferable.
  • the photopolymerization initiator of the general formula (2) can initiate polymerization by light having a long wavelength that passes through a transparent protective film having UV absorbing ability, the adhesive can be cured even through the UV absorbing film. Specifically, for example, even when laminating a transparent protective film having UV absorbing ability on both sides like triacetylcellulose-polarizer-triacetylcellulose, when containing a photopolymerization initiator of the general formula (2), Curing of the adhesive composition is possible.
  • composition ratio of the radical polymerization initiator (E) having a hydrogen abstracting action in the composition is 0.00 when the total amount of the composition is 100% by weight. It is preferably 1 to 10% by weight, and more preferably 0.2 to 5% by weight.
  • polymerization initiators include triethylamine, diethylamine, N-methyldiethanolamine, ethanolamine, 4-dimethylaminobenzoic acid, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, isoamyl 4-dimethylaminobenzoate, etc. Among them, ethyl 4-dimethylaminobenzoate is particularly preferable.
  • a polymerization initiation assistant its addition amount is usually 0 to 5% by weight, preferably 0 to 4% by weight, most preferably 0 to 3% by weight, when the total amount of the composition is 100% by weight. .
  • a known photopolymerization initiator can be used in combination as necessary. Since the transparent protective film having UV absorbing ability does not transmit light of 380 nm or less, it is preferable to use a photopolymerization initiator that is highly sensitive to light of 380 nm or more as the photopolymerization initiator.
  • 2-methyl-1- (4-methylthiophenyl) -2-morpholinopropan-1-one 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) -butanone-1 2- (dimethylamino) -2-[(4-methylphenyl) methyl] -1- [4- (4-morpholinyl) phenyl] -1-butanone, 2,4,6-trimethylbenzoyl-diphenyl-phosphine Oxide, bis (2,4,6-trimethylbenzoyl) -phenylphosphine oxide, bis ( ⁇ 5-2,4-cyclopentadien-1-yl) -bis (2,6-difluoro-3- (1H-pyrrole) 1-yl) -phenyl) titanium and the like.
  • a photopolymerization initiator in addition to the photopolymerization initiator of the general formula (2), a compound represented by the following general formula (3); Wherein R 5 , R 6 and R 7 are —H, —CH 3 , —CH 2 CH 3 , —iPr or Cl, and R 5 , R 6 and R 7 may be the same or different. It is preferable to contain.
  • the active energy ray-curable adhesive composition preferably further contains an active energy ray-curable compound having an active methylene group together with a radical polymerization initiator (E) having a hydrogen abstracting action. According to this structure, the adhesiveness of the adhesive bond layer which a polarizing film has further improves.
  • the active energy ray-curable compound having an active methylene group is a compound having an active double bond group such as a (meth) acryl group at the terminal or in the molecule and having an active methylene group.
  • the active methylene group include an acetoacetyl group, an alkoxymalonyl group, and a cyanoacetyl group.
  • Specific examples of the active energy ray-curable compound having an active methylene group include 2-acetoacetoxyethyl (meth) acrylate, 2-acetoacetoxypropyl (meth) acrylate, 2-acetoacetoxy-1-methylethyl (meth), for example.
  • Acetoacetoxyalkyl (meth) acrylate such as acrylate; 2-ethoxymalonyloxyethyl (meth) acrylate, 2-cyanoacetoxyethyl (meth) acrylate, N- (2-cyanoacetoxyethyl) acrylamide, N- (2-propionylacetoxy Butyl) acrylamide, N- (4-acetoacetoxymethylbenzyl) acrylamide, N- (2-acetoacetylaminoethyl) acrylamide and the like.
  • the SP value of the active energy ray-curable compound having an active methylene group is not particularly limited, and a compound having an arbitrary value can be used.
  • the active energy ray-curable resin composition may contain a photoacid generator.
  • the said active energy ray hardening-type resin composition contains a photo-acid generator, the water resistance and durability of an adhesive bond layer can be improved significantly compared with the case where a photo-acid generator is not contained.
  • the photoacid generator can be represented by the following general formula (4).
  • L + represents an arbitrary onium cation.
  • X ⁇ represents PF 6 ⁇ , SbF 6 ⁇ , AsF 6 ⁇ , SbCl 6 ⁇ , BiCl 5 ⁇ , SnCl 6 ⁇ , ClO 4 ⁇ , dithiocarbamate.
  • Counter anion X ⁇ in general formula (4) Is not particularly limited in principle, but non-nucleophilic anions are preferred.
  • the counter anion X ⁇ is a non-nucleophilic anion, a nucleophilic reaction is unlikely to occur in cations coexisting in the molecule and various materials used in combination, and as a result, the photoacid generator itself represented by the general formula (4) It is possible to improve the aging stability of a composition using the same.
  • the non-nucleophilic anion here refers to an anion having a low ability to cause a nucleophilic reaction.
  • Examples of such anions include PF 6 ⁇ , SbF 6 ⁇ , AsF 6 ⁇ , SbCl 6 ⁇ , BiCl 5 ⁇ , SnCl 6 ⁇ , ClO 4 ⁇ , dithiocarbamate anion, SCN ⁇ and the like.
  • the content of the photoacid generator is 10% by weight or less, preferably 0.01 to 10% by weight, more preferably 0.05 to 5% by weight, based on the total amount of the composition. 0.1 to 3% by weight is particularly preferable.
  • the active energy ray-curable adhesive composition can be used in combination with a compound containing a photoacid generator and either an alkoxy group or an epoxy group.
  • Compound having epoxy group and polymer When using a compound having one or more epoxy groups in the molecule or a polymer (epoxy resin) having two or more epoxy groups in the molecule, two functional groups having reactivity with the epoxy group are contained in the molecule. Two or more compounds may be used in combination.
  • the functional group having reactivity with an epoxy group include a carboxyl group, a phenolic hydroxyl group, a mercapto group, and a primary or secondary aromatic amino group. It is particularly preferable to have two or more of these functional groups in one molecule in consideration of three-dimensional curability.
  • Examples of the polymer having one or more epoxy groups in the molecule include epoxy resins, bisphenol A type epoxy resins derived from bisphenol A and epichlorohydrin, bisphenol F type epoxy derived from bisphenol F and epichlorohydrin. Resin, bisphenol S type epoxy resin, phenol novolak type epoxy resin, cresol novolak type epoxy resin, bisphenol A novolak type epoxy resin, bisphenol F novolak type epoxy resin, alicyclic epoxy resin, diphenyl ether type epoxy resin, hydroquinone type epoxy resin, Multifunctional epoxy resin such as naphthalene type epoxy resin, biphenyl type epoxy resin, fluorene type epoxy resin, trifunctional type epoxy resin and tetrafunctional type epoxy resin , Glycidyl ester type epoxy resin, glycidyl amine type epoxy resin, hydantoin type epoxy resin, isocyanurate type epoxy resin, aliphatic chain epoxy resin, etc.
  • epoxy resins may be halogenated and hydrogenated It may be.
  • resin products for example, JER Coat 828, 1001, 801N, 806, 807, 152, 604, 630, 871, YX8000, YX8034, YX4000 manufactured by Japan Epoxy Resin Co., Ltd., Epicron manufactured by DIC Corporation 830, EXA835LV, HP4032D, HP820, EP4100 series, EP4000 series, EPU series, manufactured by ADEKA Co., Ltd., Celoxide series (2021, 2021P, 2083, 2085, 3000, etc.) manufactured by Daicel Chemical Co., Ltd., Epolide series, EHPE Series, YD series, YDF series, YDCN series, YDB series, phenoxy resins (polysynthesized from bisphenols and epichlorohydrin) Mud carboxymethyl at both ends with polyether having an epoxy group; and YP series), Nagase Chel Chel Che
  • the compound having an alkoxyl group in the molecule is not particularly limited as long as it has one or more alkoxyl groups in the molecule, and known compounds can be used. Representative examples of such compounds include melamine compounds, amino resins, and silane coupling agents.
  • the compounding amount of the compound containing either an alkoxy group or an epoxy group is usually 30% by weight or less with respect to the total amount of the composition, and if the content of the compound in the composition is too large, the adhesiveness decreases. In some cases, the impact resistance to the drop test is deteriorated.
  • the content of the compound in the composition is more preferably 20% by weight or less.
  • the compound preferably contains 2% by weight or more, more preferably 5% by weight or more in the composition.
  • silane coupling agent those having a Si—O bond can be used without any particular limitation. Specific examples thereof include an active energy ray-curable organosilicon compound, or an active energy ray-curable organosilicon compound. Is mentioned.
  • the organic group of the organosilicon compound preferably has 3 or more carbon atoms.
  • Active energy ray curable compounds include vinyltrichlorosilane, vinyltrimethoxysilane, vinyltriethoxysilane, 2- (3,4 epoxycyclohexyl) ethyltrimethoxysilane, 3-glycidoxypropyltrimethoxysilane, and 3-glycid Xylpropylmethyldiethoxysilane, 3-glycidoxypropyltriethoxysilane, p-styryltrimethoxysilane, 3-methacryloxypropylmethyldimethoxysilane, 3-methacryloxypropyltrimethoxysilane, 3-methacryloxypropylmethyldiethoxy Examples thereof include silane, 3-methacryloxypropyltriethoxysilane, and 3-acryloxypropyltrimethoxysilane.
  • a compound having an amino group is preferable.
  • the compound having an amino group include ⁇ -aminopropyltrimethoxysilane, ⁇ -aminopropyltriethoxysilane, ⁇ -aminopropyltriisopropoxysilane, ⁇ -aminopropylmethyldimethoxysilane, ⁇ -aminopropylmethyldi Ethoxysilane, ⁇ - (2-aminoethyl) aminopropyltrimethoxysilane, ⁇ - (2-aminoethyl) aminopropylmethyldimethoxysilane, ⁇ - (2-aminoethyl) aminopropyltriethoxysilane, ⁇ - (2- Aminoethyl) aminopropylmethyldiethoxysilane, ⁇ - (2-aminoethyl) aminopropyltriisopropoxysilane
  • compounds other than the above-described active energy ray-curable compounds include 3-ureidopropyltriethoxysilane, 3-chloropropyltrimethoxysilane, 3-mercaptopropylmethyldimethoxysilane, 3-mercaptopropyltrimethoxysilane, bis (Triethoxysilylpropyl) tetrasulfide, 3-isocyanatopropyltriethoxysilane, imidazolesilane and the like.
  • the blending amount of the silane coupling agent is preferably in the range of 0.01 to 20% by weight, preferably 0.05 to 15% by weight, and preferably 0.1 to 10% with respect to the total amount of the curable resin composition. More preferably, it is% by weight. This is because when the blending amount exceeds 20% by weight, the storage stability of the curable resin composition is deteriorated, and when it is less than 0.1% by weight, the effect of adhesion water resistance is not sufficiently exhibited.
  • the active energy ray-curable adhesive composition used in the present invention contains a compound having a vinyl ether group
  • the adhesive water resistance between the polarizer and the adhesive layer is preferably improved.
  • the reason why such an effect is obtained is not clear, but it is presumed that one of the reasons is that the adhesive force between the polarizer and the adhesive layer is increased by the interaction of the vinyl ether group of the compound with the polarizer.
  • the compound is preferably an active energy ray-curable compound having a vinyl ether group.
  • the content of the compound is preferably 0.1 to 19% by weight with respect to the total amount of the curable resin composition.
  • additives can be mix
  • additives include epoxy resin, polyamide, polyamideimide, polyurethane, polybutadiene, polychloroprene, polyether, polyester, styrene-butadiene block copolymer, petroleum resin, xylene resin, ketone resin, cellulose resin, fluorine-based oligomer, Polymers or oligomers such as silicone oligomers and polysulfide oligomers; polymerization inhibitors such as phenothiazine and 2,6-di-t-butyl-4-methylphenol; polymerization initiators; leveling agents; wettability improvers; Plasticizers; UV absorbers; inorganic fillers; pigments; dyes and the like.
  • the above-mentioned additives are usually 0 to 10% by weight, preferably 0 to 5% by weight, and most preferably 0 to 3% by weight, based on the total amount of the curable resin composition.
  • the thickness of the adhesive layer formed by the active energy ray-curable adhesive composition is preferably 0.01 to 3.0 ⁇ m.
  • the thickness of the adhesive layer is more preferably 0.1 to 2.5 ⁇ m, most preferably 0.5 to 1.5 ⁇ m.
  • a cellulose resin film is used as the transparent protective film.
  • Cellulosic resin film means a film containing cellulose ester such as cellulose acetate as a main component, and is produced by, for example, melt-extrusion using cellulose ester alone and, if necessary, cellulose ester and other polymer components as raw materials. Is done.
  • the term “main component” means that the resin film contains 50% by weight or more of the cellulose ester. In particular, from the viewpoint of improving the crack durability of the polarizing film, 50% by weight of the cellulose ester is used as the transparent protective film.
  • a cellulose resin film containing at least 70% is preferable to use a cellulose resin film containing at least 70%, particularly a cellulose resin film containing 70% by weight or more of cellulose ester.
  • Cellulose ester is an acetyl obtained by reacting cellulose, which is a natural polymer, with acetic anhydride to replace the hydroxyl group (OH-) contained in the cellulose molecule with an acetyl group (CH 3 CO-) (acetylation).
  • Cellulose is preferable, and it is particularly preferable to use TAC (triacetyl cellulose) in which all hydroxyl groups are acetylated.
  • a cellulose resin film containing a retardation may be used as the transparent protective film.
  • the transparent protective film also serves as a retardation film
  • the polarizing film can be thinned, which is preferable.
  • the cellulose resin film containing a retardation is also produced by, for example, melt extrusion molding using cellulose ester alone and, if necessary, cellulose ester and other polymer components as raw materials.
  • the cellulose ester can control the retardation value of the obtained retardation film by changing the type of the substituent of the lower fatty acid and the degree of substitution of the lower fatty acid.
  • a phase difference improvement agent and a phase difference control agent can also be contained.
  • the cellulose ester can be produced by any appropriate method, for example, the method described in JP-A-2001-188128.
  • many products of cellulose ester are commercially available, which is advantageous in terms of availability and cost.
  • Examples of commercially available cellulose esters include trade names “UV-50”, “UV-80”, “SH-80”, “TD-80U”, “TD-TAC”, “UZ-” manufactured by Fujifilm Corporation. "TAC” and "KC series” manufactured by Konica.
  • the degree of acetyl substitution is preferably 3 or less, more preferably 0.5 to 3, particularly preferably 1 to 3.
  • the propionyl substitution degree is preferably 3 or less, more preferably 0.5 to 3, particularly preferably 1 to 3.
  • the cellulose ester is a mixed fatty acid ester in which a part of the hydroxyl group of cellulose is substituted with an acetyl group and the other part is substituted with a propionyl group
  • the sum of the degree of acetyl substitution and the degree of propionyl substitution is Preferably, it is 1 to 3, and more preferably 2 to 3.
  • the degree of acetyl substitution is preferably 0.5 to 2.5
  • the degree of propionyl substitution is preferably 0.3 to 1.5.
  • the acetyl substitution degree indicates the number of hydroxyl groups attached to carbons at 2, 3, and 6 positions in the cellulose skeleton with acetyl groups (or propionyl groups).
  • the acetyl group (or propionyl group) may be biased to any of the carbons at the 2, 3, 6 positions in the cellulose skeleton, or may exist on average.
  • the degree of acetyl substitution can be determined by ASTM-D817-91 (test method for cellulose acetate and the like).
  • the propionyl substitution degree can be determined by ASTM-D817-96 (testing method for cellulose acetate and the like).
  • the cellulose ester preferably has a weight average molecular weight (Mw) measured by a gel permeation chromatograph (GPC) method using a tetrahydrofuran solvent, preferably 30,000 to 500,000, more preferably 50,000 to 400,000, Most preferably, it is 80,000 to 300,000.
  • Mw weight average molecular weight measured by a gel permeation chromatograph (GPC) method using a tetrahydrofuran solvent
  • GPC gel permeation chromatograph
  • the molecular weight distribution (weight average molecular weight Mw / number average molecular weight Mn) of the cellulose ester is preferably 1.5 to 5.5, and more preferably 2 to 5.
  • the phase difference-containing cellulose resin film satisfies the relationship of nx> ny> nz.
  • the in-plane retardation of the cellulose resin film containing a retardation is usually controlled in the range of 40 to 300 nm, and the thickness direction retardation is usually controlled in the range of 80 to 320 nm. Further, the in-plane retardation is preferably 40 to 100 nm, the thickness direction retardation is preferably 100 to 320 nm, and the Nz coefficient is preferably 1.8 to 4.5. The Nz coefficient is typically about 3.5 to 4.5. According to such a retardation-containing cellulose resin film, the viewing angle characteristics in the perspective direction can be improved.
  • Nz (nx ⁇ nz) / (nx ⁇ ny) (the definitions of nx, ny, and nz are the same as the in-plane retardation and the thickness direction retardation).
  • Examples of the cellulose resin film containing a retardation include biaxial retardation films satisfying a refractive index relationship of nx> ny> nz (“WVBZ4A6”, “WVBZ4E4” manufactured by Fuji Film, “ KC4DR-1 ”) is used. Control of these phase differences can be obtained by uniaxially stretching or biaxially stretching a polymer film containing a cellulose ester in the longitudinal direction or the transverse direction.
  • the cellulose resin film containing a retardation has an appropriate retardation depending on the purpose of use, such as for the purpose of compensating for coloring or viewing angle due to birefringence of various wavelength plates and liquid crystal layers. It is also possible to laminate two or more types of retardation-containing cellulose resin films and control optical characteristics such as retardation.
  • One or more kinds of arbitrary appropriate additives may be contained in the transparent protective film.
  • the additive include an ultraviolet absorber, an antioxidant, a lubricant, a plasticizer, a mold release agent, an anti-coloring agent, a flame retardant, a nucleating agent, an antistatic agent, a pigment, and a coloring agent.
  • the content of the additive in the transparent protective film is preferably 0 to 50% by weight, more preferably 1 to 50% by weight, still more preferably 2 to 40% by weight, and particularly preferably 3 to 30% by weight. If the amount of the additive in the transparent protective film exceeds the above range, the high transparency of the transparent protective film may not be sufficiently exhibited.
  • the polarizing film according to the present invention may be one in which a transparent protective film is provided on only one surface of the polarizer via an adhesive layer, and the transparent protective film is provided on both surfaces of the polarizer via an adhesive layer. It may be provided.
  • a cellulose resin film is used as the transparent protective film.
  • a resin film other than the cellulose resin film may be laminated as a transparent protective film.
  • the transparent protective film that can be used other than the cellulose resin film a film having excellent transparency, mechanical strength, thermal stability, moisture barrier property, isotropy and the like is preferable.
  • polyester polymers such as polyethylene terephthalate and polyethylene naphthalate, acrylic polymers such as polymethyl methacrylate, styrene polymers such as polystyrene and acrylonitrile / styrene copolymer (AS resin), and polycarbonate polymers.
  • polyethylene, polypropylene, polyolefins having a cyclo or norbornene structure polyolefin polymers such as ethylene / propylene copolymers, vinyl chloride polymers, amide polymers such as nylon and aromatic polyamide, imide polymers, sulfone polymers , Polyether sulfone polymer, polyether ether ketone polymer, polyphenylene sulfide polymer, vinyl alcohol polymer, vinylidene chloride polymer, vinyl butyral polymer, arylate polymer, polyoxymethylene polymer, epoxy polymer, or the above
  • polymer that forms the transparent protective film include polymer blends.
  • a transparent protective film that can be used other than the cellulose resin film a polymer film described in JP-A-2001-343529 (WO01 / 37007), for example, (A) a substituted and / or unsubstituted imide in the side chain And a resin composition containing a thermoplastic resin having a group and a thermoplastic resin having a substituted and / or unsubstituted phenyl and nitrile group in the side chain.
  • the film a film made of a mixed extruded product of the resin composition or the like can be used. Since these films have a small phase difference and a small photoelastic coefficient, problems such as unevenness due to the distortion of the polarizing film can be eliminated, and since the moisture permeability is small, the humidification durability is excellent.
  • the thickness of the transparent protective film can be determined as appropriate, but is generally preferably 5 to 100 ⁇ m from the viewpoints of workability such as strength and handleability and thin layer properties. 10 to 60 ⁇ m is particularly preferable, and 13 to 40 ⁇ m is more preferable.
  • a thin polarizer having a thickness of 3 ⁇ m or more and 15 ⁇ m or less as the polarizer.
  • the thickness is preferably 12 ⁇ m or less, more preferably 10 ⁇ m or less, and particularly preferably 8 ⁇ m or less.
  • Such a thin polarizer has less thickness unevenness, excellent visibility, and less dimensional change, and therefore excellent durability against thermal shock.
  • a polarizer using a polyvinyl alcohol resin is used.
  • polarizers include dichroic iodine and dichroic dyes on hydrophilic polymer films such as polyvinyl alcohol films, partially formalized polyvinyl alcohol films, and ethylene / vinyl acetate copolymer partially saponified films. Examples thereof include those obtained by adsorbing a substance and uniaxially stretched, and polyene-based oriented films such as polyvinyl alcohol dehydrated products and polyvinyl chloride dehydrochlorinated products.
  • a polarizer composed of a polyvinyl alcohol film and a dichroic material such as iodine is preferable.
  • a polarizer obtained by dyeing a polyvinyl alcohol film with iodine and uniaxially stretching it can be produced, for example, by dyeing polyvinyl alcohol in an aqueous iodine solution and stretching it 3 to 7 times the original length.
  • boric acid, zinc sulfate, zinc chloride, or the like may be contained, or it may be immersed in an aqueous solution such as potassium iodide. Further, if necessary, the polyvinyl alcohol film may be immersed in water and washed before dyeing.
  • Stretching may be performed after dyeing with iodine, may be performed while dyeing, or may be dyed with iodine after stretching.
  • the film can be stretched even in an aqueous solution such as boric acid or potassium iodide or in a water bath.
  • the polarizer preferably contains boric acid from the viewpoint of stretching stability and humidification reliability.
  • the boric acid content contained in the polarizer is preferably 22% by weight or less, more preferably 20% by weight or less, based on the total amount of the polarizer, from the viewpoint of suppressing the occurrence of through cracks.
  • the boric acid content with respect to the total amount of the polarizer is preferably 10% by weight or more, and more preferably 12% by weight or more.
  • the thin polarizer described in the publication 2014/077636 pamphlet etc. or the thin polarizer obtained from the manufacturing method described in these can be mentioned.
  • Patent No. 4751486, Patent in that it can be stretched at a high magnification and the polarization performance can be improved.
  • stretching in a boric-acid aqueous solution as described in the 4751481 specification and the patent 4815544 specification is preferable, and it describes especially in the patent 4751481 specification and the patent 4815544 specification.
  • stretching in the boric-acid aqueous solution which has this is preferable.
  • These thin polarizers can be obtained by a production method including a step of stretching and dyeing a polyvinyl alcohol-based resin (hereinafter also referred to as PVA-based resin) layer and a stretching resin base material in a laminated state.
  • PVA-based resin polyvinyl alcohol-based resin
  • a stretching resin base material in a laminated state.
  • a polarizer and a transparent protective film are bonded via an adhesive layer formed by a cured product layer of the active energy ray-curable adhesive composition.
  • An easy-adhesion layer can be provided between the adhesive layers.
  • the easy adhesion layer can be formed of, for example, various resins having a polyester skeleton, a polyether skeleton, a polycarbonate skeleton, a polyurethane skeleton, a silicone-based, a polyamide skeleton, a polyimide skeleton, a polyvinyl alcohol skeleton, and the like. These polymer resins can be used alone or in combination of two or more. Moreover, you may add another additive for formation of an easily bonding layer. Specifically, a stabilizer such as a tackifier, an ultraviolet absorber, an antioxidant, and a heat resistance stabilizer may be used.
  • the easy-adhesion layer is usually provided in advance on a transparent protective film, and the easy-adhesion layer side of the transparent protective film and the polarizer are bonded together with an adhesive layer.
  • the easy-adhesion layer is formed by coating and drying the material for forming the easy-adhesion layer on the transparent protective film by a known technique.
  • the material for forming the easy-adhesion layer is usually adjusted as a solution diluted to an appropriate concentration in consideration of the thickness after drying and the smoothness of coating.
  • the thickness of the easy-adhesion layer after drying is preferably 0.01 to 5 ⁇ m, more preferably 0.02 to 2 ⁇ m, and still more preferably 0.05 to 1 ⁇ m. Note that a plurality of easy-adhesion layers can be provided, but also in this case, the total thickness of the easy-adhesion layers is preferably in the above range.
  • the easily bonding layer containing a specific boric acid group containing compound is formed in the at least one bonding surface of a polarizer and a transparent protective film, and this polarizer and a transparent protective film are used. It is good also as a structure laminated
  • a film can be provided.
  • the following general formula (1) is applied to at least one bonding surface of the polarizer and the transparent protective film: (Wherein X is a functional group containing a reactive group, and R 1 and R 2 are each independently a hydrogen atom, an aliphatic hydrocarbon group which may have a substituent, or an aryl group. Or a heterocyclic group), and the compound represented by the general formula (1) is interposed between one or both of the polarizer and the adhesive layer and between the transparent protective film and the adhesive layer. It is preferable to do.
  • Examples of the aliphatic hydrocarbon group include a linear or branched alkyl group which may have a substituent having 1 to 20 carbon atoms, a cyclic alkyl group which may have a substituent having 3 to 20 carbon atoms, carbon
  • Examples of the aryl group include a phenyl group which may have a substituent having 6 to 20 carbon atoms, a naphthyl group which may have a substituent having 10 to 20 carbon atoms, and the like.
  • Examples of the heterocyclic group include, for example, a 5-membered or 6-membered ring group which has at least one hetero atom and may have a substituent. These may be connected to each other to form a ring.
  • R 1 and R 2 are preferably a hydrogen atom or a linear or branched alkyl group having 1 to 3 carbon atoms, and most preferably a hydrogen atom.
  • the compound represented by the general formula (1) may be interposed between the polarizer and the adhesive layer and / or between the transparent protective film and the adhesive layer in an unreacted state in the polarizing film.
  • the functional groups may be present in a reacted state.
  • "it is equipped with the compound represented by General formula (1) in the bonding surface of at least one of a polarizer and a transparent protective film” means that the compound represented by General formula (1) is this bonding, for example It means that there is at least one molecule on the surface.
  • an easy-adhesion composition containing the compound represented by the general formula (1) is used to facilitate adhesion. It is preferable to form a layer on at least a part of the bonding surface, and it is more preferable to form an easy-adhesion layer on the entire surface of the bonding surface.
  • an example in which an easy adhesion layer is formed on at least a part of the bonding surface that is, a polarizing film in which a transparent protective film is laminated on at least one surface of a polarizer via an adhesive layer.
  • the polarizing film includes an easy-adhesion layer formed using an easy-adhesion composition containing the compound represented by the general formula (1) on at least one bonding surface of the polarizer and the transparent protective film.
  • X which the compound represented by General formula (1) has is a functional group containing a reactive group, Comprising: It is a functional group which can react with the sclerosing
  • reactive group which X contains For example, hydroxyl group, amino group, aldehyde group, carboxyl group, vinyl group, (meth) acryl group, styryl group, (meth) acrylamide group, vinyl ether group, epoxy group, oxetane group, ⁇ , ⁇ -unsaturated carbonyl Group, mercapto group, halogen group and the like.
  • the reactive group included in X is a vinyl group, a (meth) acryl group, a styryl group, a (meth) acrylamide group, a vinyl ether group, It is preferably at least one reactive group selected from the group consisting of an epoxy group, an oxetane group, and a mercapto group.
  • the reactive group to be contained is preferably at least one reactive group selected from the group consisting of a (meth) acryl group, a styryl group, and a (meth) acrylamide group, and the compound represented by the general formula (1) Is more preferable because it has a high reactivity and a high copolymerization ratio with the active energy ray-curable resin composition.
  • the polarity of a (meth) acrylamide group is high and it is excellent in adhesiveness, it is preferable also from the point that the effect of this invention can be acquired efficiently.
  • the reactive group included in X is selected from hydroxyl group, amino group, aldehyde, carboxyl group, vinyl ether group, epoxy group, oxetane group, and mercapto group. It is preferable to have at least one functional group selected, particularly when it has an epoxy group, because it is excellent in adhesion between the resulting curable resin layer and the adherend, and when it has a vinyl ether group, a curable resin composition. Is preferable because of its excellent curability.
  • the compound represented by the general formula (1) include the following general formula (1 ′) (Wherein Y is an organic group, and X, R 1 and R 2 are the same as those described above). More preferred are the following compounds (1a) to (1d).
  • the compound represented by the general formula (1) may be one in which a reactive group and a boron atom are directly bonded.
  • the general formula (1) is preferably a compound in which a reactive group and a boron atom are bonded via an organic group, that is, a compound represented by the general formula (1 ′).
  • the compound represented by the general formula (1) does not have a boron-oxygen bond, but contains a reactive group while having a boron-carbon bond by bonding a boron atom and an organic group.
  • the adhesive water resistance of the polarizing film is improved, which is preferable.
  • the organic group specifically means an organic group having 1 to 20 carbon atoms which may have a substituent, more specifically, for example, having a substituent having 1 to 20 carbon atoms.
  • a linear or branched alkylene group a cyclic alkylene group which may have a substituent of 3 to 20 carbon atoms, a phenylene group which may have a substituent of 6 to 20 carbon atoms, a carbon number of 10 to Examples thereof include a naphthylene group which may have 20 substituents.
  • the compound represented by the general formula (1) includes hydroxyethyl acrylamide and boric acid ester, methylol acrylamide and boric acid ester, hydroxyethyl acrylate and boric acid ester, and hydroxybutyl.
  • esters of (meth) acrylates and boric acid such as esters of acrylate and boric acid.
  • the polarizing film according to the present invention includes a polarizer and a transparent protective film through an adhesive layer formed by a cured product layer formed by irradiating an active energy ray-curable adhesive composition with active energy rays.
  • the active energy ray-curable adhesive composition contains the acrylic oligomer (D)
  • a melt layer may be formed.
  • the thickness of the compatible layer is P ( ⁇ m) and the content of the acrylic oligomer (D) when the total amount of the composition is 100% by weight is Q% by weight, the value of P ⁇ Q is 10 Is preferably small.
  • the adhesive force between the adhesive layer and the transparent protective film is particularly increased, which is preferable.
  • the acrylic oligomer (D) if the content of the acrylic oligomer (D) is too high, the acrylic oligomer (D) generally has a large molecular weight, and a compatible layer is formed between the adhesive layer and the transparent protective film.
  • the thickness P ( ⁇ m) of the compatible layer is preferably designed so that at least the value of P ⁇ Q is smaller than 10.
  • the polarizing film according to the present invention comprises a coating step of applying the active energy ray-curable adhesive composition described above to at least one surface of the polarizer and the transparent protective film, and the polarizer and the transparent protective film.
  • the laminating step to be bonded together, A bonding step of bonding the polarizer and the transparent protective film.
  • the polarizer and the transparent protective film may be subjected to surface modification treatment before the coating process.
  • a surface modification treatment on the surface of the polarizer.
  • the surface modification treatment include corona treatment, plasma treatment, excimer treatment, flame treatment and the like, and corona treatment is particularly preferable.
  • a reactive functional group such as a carbonyl group or an amino group is generated on the surface of the polarizer, and adhesion with the curable resin layer is improved.
  • the foreign material on the surface is removed by the ashing effect, or the unevenness on the surface is reduced, so that a polarizing film having excellent appearance characteristics can be created.
  • the method of applying the active energy ray-curable adhesive composition is appropriately selected depending on the viscosity of the composition and the desired thickness.
  • a reverse coater, a gravure coater (direct, reverse or offset), a bar reverse coater Examples include roll coaters, die coaters, bar coaters, and rod coaters.
  • the viscosity of the active energy ray-curable adhesive composition used in the present invention is preferably 3 to 100 mPa ⁇ s, more preferably 5 to 50 mPa ⁇ s, and most preferably 10 to 30 mPa ⁇ s. When the viscosity of the composition is high, the surface smoothness after coating is poor and the appearance is poor, which is not preferable.
  • the active energy ray-curable adhesive composition used in the present invention can be applied by adjusting the viscosity to a preferred range by heating or cooling the composition.
  • a polarizer and a transparent protective film are bonded together through the active energy ray hardening-type adhesive composition applied as mentioned above. Bonding of the polarizer and the transparent protective film can be performed with a roll laminator or the like.
  • the active energy ray (electron beam, ultraviolet ray, visible light, etc.) is irradiated to cure the active energy ray-curable adhesive composition to form an adhesive layer.
  • the irradiation direction of active energy rays can be irradiated from any appropriate direction. Preferably, it irradiates from the transparent protective film side.
  • the polarizer may be deteriorated by active energy rays (electron beam, ultraviolet ray, visible light, etc.).
  • the acceleration voltage is preferably 5 kV to 300 kV, and more preferably 10 kV to 250 kV. If the acceleration voltage is less than 5 kV, the electron beam may not reach the adhesive and may be insufficiently cured. If the acceleration voltage exceeds 300 kV, the penetration force through the sample is too strong and damages the transparent protective film and the polarizer. There is a risk of giving.
  • the irradiation dose is 5 to 100 kGy, more preferably 10 to 75 kGy.
  • the adhesive becomes insufficiently cured, and when it exceeds 100 kGy, the transparent protective film and the polarizer are damaged, resulting in a decrease in mechanical strength and yellowing, thereby obtaining predetermined optical characteristics. I can't.
  • the electron beam irradiation is usually performed in an inert gas, but if necessary, it may be performed in the atmosphere or under a condition where a little oxygen is introduced. Depending on the material of the transparent protective film, by appropriately introducing oxygen, the transparent protective film surface where the electron beam first hits can be obstructed to prevent oxygen damage and prevent damage to the transparent protective film. An electron beam can be irradiated efficiently.
  • active energy rays containing visible light having a wavelength range of 380 nm to 450 nm particularly active energy rays having the largest irradiation amount of visible light having a wavelength range of 380 nm to 450 nm are used. It is preferable.
  • ultraviolet light and visible light and using a transparent protective film (ultraviolet non-transparent transparent protective film) imparted with ultraviolet absorbing ability, it absorbs light having a wavelength shorter than about 380 nm. Light of a wavelength does not reach the active energy ray curable resin composition and does not contribute to the polymerization reaction.
  • the transparent protective film Furthermore, light having a wavelength shorter than 380 nm absorbed by the transparent protective film is converted into heat, and the transparent protective film itself generates heat, which causes defects such as curling and wrinkling of the polarizing film. Therefore, when ultraviolet rays or visible rays are used in the present invention, it is preferable to use an apparatus that does not emit light having a wavelength shorter than 380 nm as the active energy ray generator, and more specifically, integration in the wavelength range of 380 to 440 nm.
  • the ratio of the illuminance to the integrated illuminance in the wavelength range of 250 to 370 nm is preferably 100: 0 to 100: 50, and more preferably 100: 0 to 100: 40.
  • the active energy ray is preferably a gallium-encapsulated metal halide lamp or an LED light source that emits light in the wavelength range of 380 to 440 nm.
  • low pressure mercury lamp, medium pressure mercury lamp, high pressure mercury lamp, ultra high pressure mercury lamp, incandescent lamp, xenon lamp, halogen lamp, carbon arc lamp, metal halide lamp, fluorescent lamp, tungsten lamp, gallium lamp, excimer laser or sunlight A light source including visible light can be used, and ultraviolet light having a wavelength shorter than 380 nm can be blocked using a band pass filter.
  • a gallium-encapsulated metal halide lamp can be used and light with a wavelength shorter than 380 nm can be blocked. It is preferable to use an active energy ray obtained through a band pass filter or an active energy ray having a wavelength of 405 nm obtained using an LED light source.
  • the active energy ray-curable adhesive composition before irradiation with ultraviolet rays or visible light (heating before irradiation), in which case it is preferable to warm to 40 ° C or higher, and to 50 ° C or higher. It is more preferable to warm. It is also preferable to heat the active energy ray-curable adhesive composition after irradiation with ultraviolet rays or visible light (heating after irradiation), in which case it is preferable to heat to 40 ° C. or higher, and to 50 ° C. or higher. It is more preferable to warm.
  • the active energy ray-curable adhesive composition used in the present invention is suitably used particularly for forming an adhesive layer for adhering a polarizer and a transparent protective film having a light transmittance of a wavelength of 365 nm of less than 5%.
  • the active energy ray-curable resin composition according to the present invention includes the photopolymerization initiator represented by the general formula (2) described above, and is thus irradiated with ultraviolet rays through a transparent protective film having UV absorption ability.
  • the adhesive layer can be formed by curing. Therefore, an adhesive bond layer can be hardened also in a polarizing film which laminated a transparent protective film which has UV absorption ability on both sides of a polarizer.
  • the adhesive layer can also be cured in a polarizing film in which a transparent protective film having no UV absorbing ability is laminated.
  • the transparent protective film which has UV absorption ability means the transparent protective film whose transmittance
  • Examples of the method for imparting UV absorbing ability to the transparent protective film include a method of containing an ultraviolet absorber in the transparent protective film and a method of laminating a surface treatment layer containing an ultraviolet absorber on the surface of the transparent protective film.
  • ultraviolet absorber examples include conventionally known oxybenzophenone compounds, benzotriazole compounds, salicylic acid ester compounds, benzophenone compounds, cyanoacrylate compounds, nickel complex compounds, triazine compounds, and the like.
  • the line speed depends on the curing time of the curable resin composition, but is preferably 1 to 500 m / min, more preferably 5 to 300 m / min, and still more preferably 10 ⁇ 100 m / min.
  • the line speed is too low, the productivity is poor, or the damage to the transparent protective film is too great, and a polarizing film that can withstand the durability test cannot be produced.
  • the line speed is too high, the curable resin composition may not be sufficiently cured, and the target adhesiveness may not be obtained.
  • the easy adhesion which forms the easily bonding layer containing a specific boric acid group containing compound in at least one bonding surface of a polarizer and a transparent protective film before a coating process.
  • a processing step may be provided.
  • the following production method It is a manufacturing method of the polarizing film by which the transparent protective film was laminated
  • the easy-adhesive composition (A) contains a solvent
  • the composition (A) is applied to at least one bonding surface of the polarizer and the transparent protective film, and a drying process or a curing process (such as heat treatment) is performed as necessary. May be performed.
  • a solvent that can stabilize and dissolve or disperse the compound represented by the general formula (1) is preferable.
  • an organic solvent, water, or a mixed solvent thereof can be used.
  • the solvent include esters such as ethyl acetate, butyl acetate and 2-hydroxyethyl acetate; ketones such as methyl ethyl ketone, acetone, cyclohexanone, methyl isobutyl ketone, diethyl ketone, methyl-n-propyl ketone and acetylacetone; tetrahydrofuran ( THF), cyclic ethers such as dioxane; aliphatic or alicyclic hydrocarbons such as n-hexane and cyclohexane; aromatic hydrocarbons such as toluene and xylene; methanol, ethanol, n-propanol, isopropan
  • additives examples include surfactants, plasticizers, tackifiers, low molecular weight polymers, polymerizable monomers, surface lubricants, leveling agents, antioxidants, and corrosion inhibitors.
  • the content of the polymerization initiator in the easy-adhesion layer is preferably less than 2% by weight, more preferably less than 0.5% by weight, and particularly preferably no polymerization initiator is contained.
  • the content of the compound represented by the general formula (1) in the easy-adhesion layer is preferably 1% by weight or more, more preferably 20% by weight or more, and 40% by weight or more. Is more preferable.
  • the method of forming an easily bonding layer on a polarizer using the said easily bonding composition (A), the method of immersing a polarizer directly in the processing bath of a composition (A), and a well-known coating method are used suitably.
  • the coating method include, but are not limited to, roll coating, gravure coating, reverse coating, roll brushing, spray coating, air knife coating, and curtain coating.
  • the thickness of the easy-adhesion layer provided in the polarizer is preferably 2000 nm or less, more preferably 1000 nm or less, and further preferably 500 nm or less.
  • the lower limit of the thickness for the easy-adhesion layer to sufficiently exert the effect includes at least the thickness of the monomolecular film of the compound represented by the general formula (1), preferably 1 nm or more, more Preferably it is 2 nm or more, More preferably, it is 3 nm or more.
  • the polarizing film of the present invention can be used as an optical film laminated with another optical layer in practical use.
  • the optical layer is not particularly limited.
  • a liquid crystal such as a retardation film (including wavelength plates such as 1/2 and 1/4), a visual compensation film, a brightness enhancement film, a reflection plate, and an anti-transmission plate.
  • What becomes an optical layer which may be used for formation of a display apparatus etc. is mention
  • These optical layers can be used as a base film of a base film with an easy-adhesion layer in the present invention, and are subjected to surface modification treatment as necessary to react with hydroxyl groups, carbonyl groups, amino groups, and the like. Has a functional group.
  • an easy-adhesion-treated retardation film comprising the compound represented by the general formula (1) on at least one surface of the retardation film containing at least a reactive functional group on the surface, particularly the general formula (1).
  • the adhesion between the retardation film and the adhesive layer is improved, and as a result, the adhesiveness is particularly improved. preferable.
  • the retardation film a film having a front retardation of 40 nm or more and / or a thickness direction retardation of 80 nm or more can be used.
  • the front phase difference is usually controlled in the range of 40 to 200 nm
  • the thickness direction phase difference is usually controlled in the range of 80 to 300 nm.
  • the retardation film examples include a birefringent film obtained by uniaxially or biaxially stretching a polymer material, a liquid crystal polymer alignment film, and a liquid crystal polymer alignment layer supported by the film.
  • the thickness of the retardation film is not particularly limited, but is generally about 20 to 150 ⁇ m.
  • Re [450] and Re [550] are in-plane retardation values of the retardation film measured with light having a wavelength of 450 nm and 550 nm at 23 ° C., respectively, and ⁇ n is the retardation of the retardation film.
  • NZ is the refractive index in the thickness direction of the retardation film.
  • An inverse wavelength dispersion type retardation film satisfying (the ratio of nx-nz which is birefringence in the thickness direction and nx-ny which is in-plane birefringence) may be used.
  • the pressure-sensitive adhesive layer for adhering to other members such as a liquid crystal cell can be provided on the polarizing film described above or an optical film in which at least one polarizing film is laminated.
  • the pressure-sensitive adhesive forming the pressure-sensitive adhesive layer is not particularly limited.
  • an acrylic polymer, silicone-based polymer, polyester, polyurethane, polyamide, polyether, fluorine-based or rubber-based polymer is appropriately selected.
  • those having excellent optical transparency such as an acrylic pressure-sensitive adhesive, exhibiting appropriate wettability, cohesiveness, and adhesive pressure-sensitive adhesive properties, and being excellent in weather resistance, heat resistance and the like can be preferably used.
  • the adhesive layer can be provided on one side or both sides of a polarizing film or an optical film as a superimposed layer of different compositions or types. Moreover, when providing in both surfaces, it can also be set as adhesive layers, such as a different composition, a kind, and thickness, in the front and back of a polarizing film or an optical film.
  • the thickness of the pressure-sensitive adhesive layer can be appropriately determined according to the purpose of use and adhesive force, and is generally 1 to 500 ⁇ m, preferably 1 to 200 ⁇ m, and particularly preferably 1 to 100 ⁇ m.
  • the exposed surface of the adhesive layer is temporarily covered with a separator for the purpose of preventing contamination until it is put to practical use. Thereby, it can prevent contacting an adhesion layer in the usual handling state.
  • a separator for example, an appropriate thin leaf body such as a plastic film, rubber sheet, paper, cloth, non-woven fabric, net, foamed sheet, metal foil, or a laminate thereof, and a silicone-based or long sheet as necessary.
  • an appropriate release agent such as a chain alkyl type, fluorine type or molybdenum sulfide, can be used.
  • the polarizing film or the optical film of the present invention can be preferably used for forming various devices such as a liquid crystal display device.
  • the liquid crystal display device can be formed according to the conventional method. That is, a liquid crystal display device is generally formed by appropriately assembling components such as a liquid crystal cell, a polarizing film or an optical film, and an illumination system as necessary, and incorporating a drive circuit. There is no limitation in particular except the point which uses the polarizing film or optical film by invention, and it can apply according to the former.
  • the liquid crystal cell any type such as a TN type, an STN type, or a ⁇ type can be used.
  • liquid crystal display devices such as a liquid crystal display device in which a polarizing film or an optical film is disposed on one side or both sides of a liquid crystal cell, or a backlight or a reflector used in an illumination system can be formed.
  • the polarizing film or optical film by this invention can be installed in the one side or both sides of a liquid crystal cell.
  • polarizing film or an optical film on both sides they may be the same or different.
  • liquid crystal display device for example, a single layer or a suitable layer such as a diffusing plate, an antiglare layer, an antireflection film, a protective plate, a prism array, a lens array sheet, a light diffusing plate, a backlight, etc. Two or more layers can be arranged.
  • a laminated body in which a PVA layer having a thickness of 9 ⁇ m is formed on an amorphous PET substrate is produced by air-assisted stretching at a stretching temperature of 130 ° C., and then the stretched laminated body is colored by dyeing. And a colored laminate including a 5 ⁇ m-thick PVA layer stretched integrally with an amorphous PET substrate so that the total stretch ratio is 5.94 times by stretching in boric acid water at a stretching temperature of 65 ° C. An optical film laminate was produced.
  • the PVA molecules in the PVA layer formed on the amorphous PET substrate by such two-stage stretching are oriented in the higher order, and the iodine adsorbed by the dyeing is oriented in the one direction as the polyiodine ion complex.
  • an optical film laminate including a PVA layer having a thickness of 5 ⁇ m constituting the thin polarizer 2 was obtained.
  • Triacetyl cellulose film having a thickness of 25 ⁇ m (trade name: TJ25UL, manufactured by Fuji Film) “TAC1”, 40 ⁇ m thickness (trade name: TJ40ULF, manufactured by Fuji Film), “TAC2”, having a thickness of 60 ⁇ m (product) Name: TG60ULS, manufactured by Fuji Film Co., Ltd.) was used as “TAC3”.
  • a triacetyl cellulose film with a retardation of 41 ⁇ m in thickness (trade name: WVBZ4E4, manufactured by Fuji Film Co., Ltd.) was used as “TAC4”.
  • An acrylic film having a thickness of 40 ⁇ m (trade name: HX-40UC, manufactured by Toyo Kohan Co., Ltd.) was used as “ACRYL”.
  • a cycloolefin film having a thickness of 13 ⁇ m (trade name: ZF14-013, manufactured by Nippon Zeon Co., Ltd.) was used as “COP1”
  • a film having a thickness of 25 ⁇ m (trade name: ZF14-025, manufactured by Nippon Zeon Co., Ltd.) was used as “COP2”.
  • active energy ray As an active energy ray, visible light (gallium filled metal halide lamp) Irradiation device: Fusion UV Systems, Inc. Light HAMMER10 bulb: V bulb Peak illuminance: 1600 mW / cm 2 , integrated dose 1000 / mJ / cm 2 (wavelength 380 to 440 nm) was used. The illuminance of visible light was measured using a Sola-Check system manufactured by Solatell.
  • Active energy ray-curable compound (A) (hereinafter also simply referred to as “component A”) HEAA (hydroxyethylacrylamide), SP value 29.5, acrylic equivalent 115.15, trade name “HEAA” manufactured by Kojin Co., Ltd.
  • component B active energy ray-curable compound
  • 1,9NDA (1,9-nonanediol diacrylate
  • SP value 19.2 acrylic equivalent 134
  • light Acrylate 1.9ND-A trade name “Light Acrylate 1.9ND-A”
  • DCP-A Tricyclodecane Dimethanol Di
  • P2H-A phenoxydiethylene glycol acrylate
  • SP value 20.4 acrylic equivalent 236.26, trade name “Light acrylate P2H-A”, Kyoeisha Chemical Co., Ltd.
  • Active energy ray-curable compound (C) below, simply referred to as “component C"
  • ACMO acryloylmorpholine
  • SP value 22.9 acrylic equivalent 141.17, trade name “ACMO”
  • 4HBA 4-hydroxybutyl acrylate
  • SP value 23.8 acrylic equivalent 144.2
  • M-5700 2-hydroxy-3-phenoxypropyl acrylate
  • SP value 24.4 acrylic equivalent 222.24, trade name “Aronix M-5700”, Toagosei Co., Ltd.
  • Photopolymerization Initiator IRGACURE907 (2-methyl-1- (4-methylthiophenyl) -2-morpholinopropan-1-one, compound described in general formula (3)), trade name “IRGACURE907”, manufactured by BASF
  • Example 1 (Preparation of Polarizing Film)
  • the bonding surface of the thin polarizer 1 was treated with 0.1% 4-vinylphenylboronic acid in isopropyl alcohol.
  • An easy-adhesive composition containing 3% by weight was applied and air-dried at 60 ° C. for 1 minute to remove the solvent, thereby producing a thin polarizer 1 having an easy-adhesive layer on one side.
  • an MCD coater manufactured by Fuji Machinery Co., Ltd.
  • the active energy ray-curable adhesive composition adjusted to the blending amount described in 1 was applied so as to have a thickness of 0.7 ⁇ m, and bonded to the surface of the thin polarizer 1 where the easy-adhesion layer was formed using a roll machine.
  • the active energy ray curing device is irradiated with the visible light to cure the active energy ray-curable adhesive, and then dried with hot air at 70 ° C. for 3 minutes, and transparently protected on one side.
  • a polarizing film having a thin polarizer 1 was obtained.
  • the line speed of bonding was 25 m / min.
  • an MCD coater manufactured by Fuji Machine Co., Ltd.
  • the active energy ray-curable adhesive composition adjusted to the blending amount described in 2 was applied so as to have a thickness of 0.7 ⁇ m, and bonded to a polarizer with an easy-adhesion layer with a roll.
  • the active energy ray irradiation apparatus after irradiating the said visible light with the active energy ray irradiation apparatus from the bonded transparent protective film side and hardening an active energy ray hardening-type adhesive agent, it dried with hot air at 70 degreeC for 3 minute (s).
  • the amorphous PET substrate was peeled off to obtain a polarizing film having a thin polarizing film.
  • the line speed of bonding was 25 m / min.
  • a pressure-sensitive adhesive layer was provided on the transparent protective film side of the polarizing films obtained in Examples and Comparative Examples to prepare a polarizing film with a pressure-sensitive adhesive layer.
  • a CO 2 laser product name: Laser Pro-SPIRIT
  • a polarizing film with a pressure-sensitive adhesive layer is placed on the long side of one of the rectangular shapes of 50 mm ⁇ 150 mm on the inner side by 14 °. Cut into an angled shape (absorption axis direction is 50 mm).
  • the polarizing film 1 with an adhesive layer having a predetermined shape was bonded to a non-alkali glass having a thickness of 0.5 mm to prepare a sample.
  • the sample was subjected to a heat shock of ⁇ 40 to 85 ° C. in an environment of 30 minutes ⁇ 200 times each, and then A part of the polarizing film 1 with the adhesive layer shown in FIG. 1 (of the polarizing film 1 with the adhesive layer). The presence or absence of the occurrence of through cracks in the V-shaped portion on one long side was confirmed. This test was performed 10 times. When a crack occurred, the mark was evaluated as x.
  • the irradiation conditions of the CO 2 laser are as follows. (Irradiation conditions) Wavelength: 10.6 ⁇ m Laser power: 30W Oscillation mode: Pulse oscillation Laser beam diameter: 70 ⁇ m Laser irradiation surface: protective film side
  • the transmittance and degree of polarization of the produced polarizing film were measured using a spectral transmittance measuring device with an integrating sphere (Dot-3c of Murakami Color Research Laboratory).
  • the degree of polarization P is the transmittance when two identical polarizing films are overlapped so that their transmission axes are parallel (parallel transmittance: Tp), and overlapped so that their transmission axes are orthogonal to each other. It is calculated
  • Polarization degree P (%) ⁇ (Tp ⁇ Tc) / (Tp + Tc) ⁇ 1/2 ⁇ 100
  • Each transmittance is represented by a Y value obtained by correcting visibility with a two-degree field of view (C light source) of JIS Z8701, with 100% of the completely polarized light obtained through the Granteller prism polarizer.
  • the polarizing film surface of this polarizing film is subjected to corona treatment and bonded with an acrylic adhesive having a thickness of 20 ⁇ m, and the other surface of the acrylic adhesive is bonded to an alkali-free glass. The initial value of the rate was measured. Subsequently, this polarizing film with glass was put in an environment of 65 ° C.
  • a value obtained by subtracting the initial polarization degree P from the polarization degree P after the lapse of time is defined as a change in polarization degree ( ⁇ polarization degree P), and a numerical value obtained by subtracting the initial transmittance from the transmittance after the lapse of time is represented by a change in transmittance ( ⁇ transmittance) ).
  • ⁇ transmittance if 1.3 or less, the optical durability is good, and if it exceeds 1.3, it means that the optical durability is deteriorated.
  • the ⁇ polarization degree P when it is within ⁇ 0.1, the optical durability is good, and when it is ⁇ 0.1 or less, it means that the optical durability is deteriorated.
  • ⁇ Adhesive strength> The polarizing film was cut into a size of 200 mm parallel to the direction of stretching of the polarizer and 15 mm in the orthogonal direction, and the polarizing film was bonded to a glass plate. Then, cut with a cutter knife between the protective film and the polarizer, and with Tensilon, the protective film and the polarizer are peeled in the 90 ° direction at a peeling speed of 1000 mm / min, and the peel strength (N / 15 mm) is measured. did. When the peel strength exceeds 1.3 (N / 15 mm), the adhesive strength is excellent. When the peel strength is 1.0 to 1.3 (N / mm), the adhesive strength is at a practical level. When it is less than 1.0 (N / mm), it means that the adhesive strength is poor.

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  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Nonlinear Science (AREA)
  • Engineering & Computer Science (AREA)
  • Theoretical Computer Science (AREA)
  • Mathematical Physics (AREA)
  • Chemical & Material Sciences (AREA)
  • Crystallography & Structural Chemistry (AREA)
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Abstract

L'invention concerne un film polarisant et son procédé de fabrication. Le film polarisant est susceptible de supprimer la détérioration des propriétés optiques d'un polariseur dans un environnement humidifié et de présenter une excellente résistance à la fissuration, ce qui est particulièrement nécessaire pour un film polarisant irrégulier soumis par exemple à un traitement de R de forme concave et de petit diamètre ou à un traitement de petits trous. Le film polarisant contient un film de résine à base de cellulose faisant office de film protecteur transparent sur au moins une surface d'un polariseur, une couche adhésive étant disposée entre le film de résine et le polariseur. La couche adhésive est constituée d'une couche durcie obtenue en exposant une composition adhésive durcissable par rayonnement d'énergie active à des rayons d'énergie active. La composition adhésive durcissable par rayonnement d'énergie active contient des quantités prédéterminées de composés durcissables par rayonnement d'énergie active (A), (B) et (C) ayant respectivement des valeurs SP de 29,0 à 32,0 (MJ/m3)1/2, d'au moins 18,0 (MJ/m3)1/2 et de moins de 21,0 (MJ/m3)1/2 et de 21,0 à 26,0 (MJ/m3)1/2 sur la base de 100 % en poids de la quantité totale de la composition.
PCT/JP2019/006038 2018-02-26 2019-02-19 Film polarisant, son procédé de fabrication, film optique et dispositif d'affichage d'image Ceased WO2019163749A1 (fr)

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KR1020207020905A KR102641598B1 (ko) 2018-02-26 2019-02-19 편광 필름 및 그 제조 방법, 광학 필름, 그리고 화상 표시 장치
US16/975,451 US20210018666A1 (en) 2018-02-26 2019-02-19 Polarizing film, method for manufacturing same, optical film, and image display device
CN201980011221.XA CN111670394B (zh) 2018-02-26 2019-02-19 偏振膜及其制造方法、光学膜、以及图像显示装置

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JP2021038335A (ja) * 2019-09-04 2021-03-11 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、偏光フィルム及びその製造方法、光学フィルム、並びに画像表示装置
WO2024247412A1 (fr) * 2023-05-31 2024-12-05 日東電工株式会社 Film polarisant et son procédé de fabrication

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WO2013183682A1 (fr) * 2012-06-08 2013-12-12 日東電工株式会社 Composition adhésive durcissable par rayonnement d'énergie active, film polarisant et son procédé de production, film optique et dispositif d'affichage d'images
WO2013183680A1 (fr) * 2012-06-08 2013-12-12 日東電工株式会社 Composition adhésive durcissable sous l'action d'un rayonnement d'énergie active, film de polarisation et son procédé de fabrication, film optique et dispositif d'affichage d'images
JP2017134413A (ja) * 2017-03-31 2017-08-03 日東電工株式会社 偏光フィルムおよびその製造方法、光学フィルムおよび画像表示装置
WO2017199979A1 (fr) * 2016-05-17 2017-11-23 日東電工株式会社 Film de résine stratifié, son procédé de production, film optique stratifié, dispositif d'affichage d'image, et film de résine traité par amélioration d'adhésion

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WO2013183682A1 (fr) * 2012-06-08 2013-12-12 日東電工株式会社 Composition adhésive durcissable par rayonnement d'énergie active, film polarisant et son procédé de production, film optique et dispositif d'affichage d'images
WO2013183680A1 (fr) * 2012-06-08 2013-12-12 日東電工株式会社 Composition adhésive durcissable sous l'action d'un rayonnement d'énergie active, film de polarisation et son procédé de fabrication, film optique et dispositif d'affichage d'images
WO2017199979A1 (fr) * 2016-05-17 2017-11-23 日東電工株式会社 Film de résine stratifié, son procédé de production, film optique stratifié, dispositif d'affichage d'image, et film de résine traité par amélioration d'adhésion
JP2017134413A (ja) * 2017-03-31 2017-08-03 日東電工株式会社 偏光フィルムおよびその製造方法、光学フィルムおよび画像表示装置

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2021038335A (ja) * 2019-09-04 2021-03-11 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、偏光フィルム及びその製造方法、光学フィルム、並びに画像表示装置
WO2024247412A1 (fr) * 2023-05-31 2024-12-05 日東電工株式会社 Film polarisant et son procédé de fabrication

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