WO2019004042A1 - Film optique - Google Patents

Film optique Download PDF

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Publication number
WO2019004042A1
WO2019004042A1 PCT/JP2018/023583 JP2018023583W WO2019004042A1 WO 2019004042 A1 WO2019004042 A1 WO 2019004042A1 JP 2018023583 W JP2018023583 W JP 2018023583W WO 2019004042 A1 WO2019004042 A1 WO 2019004042A1
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group
meth
film
optical film
compound
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PCT/JP2018/023583
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English (en)
Japanese (ja)
Inventor
亜依 小橋
智恵 阪上
悠司 淺津
Original Assignee
住友化学株式会社
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Priority to CN201880042836.4A priority Critical patent/CN110799866B/zh
Priority to KR1020207001839A priority patent/KR20200023392A/ko
Publication of WO2019004042A1 publication Critical patent/WO2019004042A1/fr

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    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K59/00Integrated devices, or assemblies of multiple devices, comprising at least one organic light-emitting element covered by group H10K50/00
    • H10K59/80Constructional details
    • H10K59/8791Arrangements for improving contrast, e.g. preventing reflection of ambient light
    • GPHYSICS
    • G02OPTICS
    • G02BOPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00Optical elements other than lenses
    • G02B5/20Filters
    • G02B5/22Absorbing filters
    • GPHYSICS
    • G02OPTICS
    • G02BOPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00Optical elements other than lenses
    • G02B5/30Polarising elements
    • GPHYSICS
    • G02OPTICS
    • G02FOPTICAL 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
    • G02F1/00Devices 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
    • G02F1/01Devices 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 
    • G02F1/13Devices 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
    • G02F1/133Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333Constructional arrangements; Manufacturing methods
    • G02F1/1335Structural association of cells with optical devices, e.g. polarisers or reflectors
    • GPHYSICS
    • G02OPTICS
    • G02FOPTICAL 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
    • G02F1/00Devices 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
    • G02F1/01Devices 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 
    • G02F1/13Devices 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
    • G02F1/133Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333Constructional arrangements; Manufacturing methods
    • G02F1/1335Structural association of cells with optical devices, e.g. polarisers or reflectors
    • G02F1/13363Birefringent elements, e.g. for optical compensation
    • GPHYSICS
    • G09EDUCATION; CRYPTOGRAPHY; DISPLAY; ADVERTISING; SEALS
    • G09FDISPLAYING; ADVERTISING; SIGNS; LABELS OR NAME-PLATES; SEALS
    • G09F9/00Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements
    • HELECTRICITY
    • H05ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
    • H05BELECTRIC HEATING; ELECTRIC LIGHT SOURCES NOT OTHERWISE PROVIDED FOR; CIRCUIT ARRANGEMENTS FOR ELECTRIC LIGHT SOURCES, IN GENERAL
    • H05B33/00Electroluminescent light sources
    • H05B33/02Details

Definitions

  • the present invention relates to an optical film.
  • Patent Document 1 describes a polarizing plate in which an ultraviolet light absorber excellent in ultraviolet light absorbing ability in a wavelength range of 370 nm or less is added to a protective film of the polarizing plate.
  • the present invention provides an optical film having a good suppression function for deterioration of a retardation film or an organic EL light emitting device due to visible light of short wavelength by showing high absorption selectivity to visible light of short wavelength around 405 nm. It is to be.
  • the present invention includes the following inventions.
  • the resin (A) is at least one resin selected from the group consisting of cellulose resins, (meth) acrylic resins, polyester resins, polyamide resins, polyimide resins and cycloolefin resins,
  • a (405) 0.5 0.5 (1)
  • a (405) represents the absorbance at a wavelength of 405 nm.
  • (epsilon) (405) represents the gram absorption coefficient of the compound in wavelength 405 nm
  • (epsilon) (440) represents the gram absorption coefficient in wavelength 440 nm.
  • [8] The optical film as described in [1] to [7], wherein the photoselective absorption compound (B) is a compound having a merocyanine structure in the molecule.
  • the display apparatus which has an optical film as described in [10] [9].
  • the optical film of the present invention exhibits a high absorption selectivity for visible light of a short wavelength near 405 nm, and thus has a good suppression function for deterioration of the retardation film or the organic EL light emitting element due to visible light of a short wavelength.
  • the optical film of the present invention exhibits high absorption selectivity for visible light of short wavelength near 405 nm even after weathering test, and deterioration by visible light of short wavelength even after weathering test You can keep control.
  • the optical film of the present invention is used in a display device, good display characteristics and durability can be imparted.
  • the optical film of the present invention is an optical film formed from a resin composition containing a resin (A) and a light selective absorption compound (B),
  • the resin (A) is at least one resin selected from the group consisting of a cellulose resin, a (meth) acrylic resin, a polyester resin, a polyamide resin, a polyimide resin and a cycloolefin resin, and It is characterized by satisfying 1).
  • a (405) 0.5 0.5 (1)
  • a (405) represents the absorbance at a wavelength of 405 nm. ]
  • the value of A (405) is preferably 0.6 or more, more preferably 0.8 or more, and particularly preferably 1.0 or more. There is no particular upper limit, but it is usually 10 or less.
  • the optical film of the present invention preferably further satisfies the following formula (2).
  • a (440) ⁇ 0.1 (2) [In Formula (2), A (440) represents the light absorbency in wavelength 440nm. ] The smaller the value of A (440), the lower the absorption at a wavelength of 440 nm. When the value of A (440) exceeds 0.1, there is a tendency to impair good color expression in the display device. In addition, since the light emission of the display device is inhibited, the luminance is also reduced.
  • the value of A (440) is preferably 0.05 or less, more preferably 0.04 or less, and particularly preferably 0.03. The lower limit is not particularly limited, but is usually 0.00001 or more.
  • the optical film of the present invention preferably further satisfies the following formula (3).
  • a (405) / A (440) ⁇ 5 (3) [In Formula (3), A (405) represents the absorbance at a wavelength of 405 nm, and A (440) represents the absorbance at a wavelength of 440 nm. ]
  • the value of A (405) / A (440) represents the magnitude of absorption at a wavelength of 405 nm with respect to the magnitude of absorption at a wavelength of 440 nm. The larger the value, the specific absorption in a wavelength range near 405 nm. Represent.
  • the value of A (405) / A (440) is preferably 10 or more, more preferably 30 or more, and particularly preferably 60 or more.
  • the storage elastic modulus E ′ at 23 ° C. is usually 100 MPa or more, preferably 300 MPa or more, more preferably 500 MPa or more, still more preferably 1000 MPa or more, particularly preferably 3500 MPa It is above. Although the lower limit is not limited, it is usually 100000 MPa or less.
  • the storage elastic modulus at 23 ° C. of the optical film of the present invention can be measured by the method described in the examples.
  • the optical film of the present invention is formed from a resin composition containing a resin (A) and a light selective absorption compound (B) (hereinafter sometimes referred to as "resin composition (1)").
  • the resin (A) is at least one resin selected from the group consisting of cellulose resins, (meth) acrylic resins, polyester resins, polyamide resins, polyimide resins, and cycloolefin resins.
  • the cellulose-based resin is preferably a cellulose ester-based resin, that is, a resin in which at least a part of hydroxyl groups in cellulose is acetate-esterified, a part is acetate-esterified, and a part is esterified with another acid It may be a mixed ester.
  • the cellulose ester resin is preferably an acetyl cellulose resin. Specific examples of the acetyl cellulose-based resin include triacetyl cellulose, diacetyl cellulose, cellulose acetate propionate, and cellulose acetate butyrate.
  • acetylcellulose As a raw material cotton of acetyl cellulose, cellulose raw materials such as wood pulp and cotton linters which are known according to Inventive Society of Japan published technology 2001-1745 etc. can be used.
  • acetylcellulose can be synthesized by the method described in Wood Chemistry, pp. 180-190 (Kyoritsu Shuppan, Akita et al., 1968).
  • trade names "UV-50”, “UV-80", “SH-80”, “TD-80U”, “TD-TAC”, “UZ-TAC” manufactured by Fuji Film Co., Ltd. Etc. are mentioned.
  • Examples of (meth) acrylic resins include homopolymers of methacrylic acid alkyl esters or acrylic acid alkyl esters, and copolymers of methacrylic acid alkyl esters and acrylic acid alkyl esters.
  • Specific examples of the methacrylic acid alkyl ester include methyl methacrylate, ethyl methacrylate and propyl methacrylate.
  • Specific examples of the acrylic acid alkyl ester include methyl acrylate, ethyl acrylate and propyl acrylate.
  • As such (meth) acrylic resins those commercially available as general-purpose (meth) acrylic resins can be used.
  • As the (meth) acrylic resin one called an impact resistant (meth) acrylic resin may be used.
  • "acrypet VH" of Mitsubishi Rayon Co., Ltd. and "acrypet VRL 20A” etc. are mentioned as a specific example of (meth) acrylic-type resin.
  • the polyester resin is a polymer resin having a repeating unit of an ester bond in the main chain, and is generally obtained by condensation polymerization of a polyvalent carboxylic acid or a derivative thereof and a polyalcohol or a derivative thereof.
  • polyvalent carboxylic acids or derivatives thereof which give polyesters include terephthalic acid, isophthalic acid, phthalic acid, 2,6-naphthalene dicarboxylic acid, diphenyl dicarboxylic acid, diphenyl sulfone dicarboxylic acid, diphenoxy ethane dicarboxylic acid, 5-sodium sulfone dicarboxylic acid
  • Aliphatic dicarboxylic acids such as acids, oxalic acid, succinic acid, adipic acid, sebacic acid, dimer acids, aliphatic dicarboxylic acids such as maleic acid and fumaric acid, and alicyclic dicarboxylic acids such as 1,4-cyclohexanedicar
  • Examples of derivatives of dicarboxylic acid include dimethyl terephthalate, diethyl terephthalate, 2-hydroxyethyl methyl terephthalate, dimethyl 2,6-naphthalenedicarboxylate, dimethyl isophthalate, dimethyl adipate, diethyl maleate, dimethyl dimer acid, etc. Esterified products can be mentioned. Among them, terephthalic acid, isophthalic acid, 2,6-naphthalenedicarboxylic acid, 1,4-cyclohexanedicarboxylic acid, and their esterified products are preferably used in view of moldability and handleability.
  • polyhydric alcohols or derivatives thereof which give polyesters ethylene glycol, diethylene glycol, 1,2-propanediol, 1,3-propanediol, 1,3-butanediol, 1,4-butanediol, 1,5-pentane Aliphatic dihydroxy compounds such as diol, 1,6-hexanediol, neopentyl glycol etc., polyoxyalkylene glycols such as diethylene glycol, polyethylene glycol, polypropylene glycol, polytetramethylene glycol etc., 1,4-cyclohexanedimethanol, spiro glycol etc.
  • Alicyclic dihydroxy compounds aromatic dihydroxy compounds such as bisphenol A and bisphenol S, and derivatives thereof can be mentioned.
  • ethylene glycol, diethylene glycol, 1,3-propanediol, 1,4-butanediol, neopentyl glycol and 1,4-cyclohexanedimethanol are preferably used in terms of moldability and handleability.
  • polyester resins include polyethylene terephthalate, polybutylene terephthalate, polyethylene naphthalate, polybutylene naphthalate, polytrimethylene terephthalate, polytrimethylene naphthalate, polycyclohexanedimethyl terephthalate, and polycyclohexanedimethyl naphthalate.
  • polyethylene terephthalate or polyethylene naphthalate is preferable.
  • the polyamide resin is a polymer resin containing an amide bond in a repeating unit as a main chain, and for example, an aromatic polyamide (aramid) in which an aromatic ring skeleton is bonded by an amide bond or a fat in which an aliphatic skeleton is bonded by an amide bond Family polyamide and the like.
  • aromatic polyamide aromatic polyamide
  • it can be obtained by the polymerization reaction of a polyvalent carboxylic acid or a derivative thereof and a polyvalent amine.
  • polyvalent carboxylic acids which give polyamides or derivatives thereof include terephthalic acid chloride, 2-chloro-terephthalic acid chloride, isophthalic acid dichloride, naphthalene dicarbonyl chloride, biphenyl dicarbonyl chloride, terphenyl dicarbonyl chloride and the like.
  • polyhydric amines giving polyamides include 4,4'-diaminodiphenyl ether, 3,4'-diaminodiphenyl ether, 4,4'-diaminodiphenyl sulfone, 3,3'-diaminodiphenyl sulfone, 2,2'-ditriol.
  • a polyimide-based resin is a polymer resin containing an imide bond in a repeating unit as a main chain, and a condensation type polyimide obtained by polycondensation using a diamine and tetracarboxylic acid dianhydride as a starting material is generally used.
  • diamines aromatic diamines, alicyclic diamines, aliphatic diamines, etc. can be used.
  • tetracarboxylic acid dianhydride aromatic tetracarboxylic acid dianhydride, alicyclic tetracarboxylic acid dianhydride, acyclic aliphatic tetracarboxylic acid dianhydride, etc. can be used.
  • the diamines and the tetracarboxylic acid dianhydride may be used alone or in combination of two or more.
  • a tetracarboxylic acid compound selected from tetracarboxylic acid compound analogs such as an acid chloride compound may be used as a starting material.
  • the cycloolefin resin is, for example, a thermoplastic resin having a monomer unit composed of a cyclic olefin (cycloolefin) such as norbornene or polycyclic norbornene monomer, and is also referred to as a thermoplastic cycloolefin resin.
  • the cycloolefin resin may be a hydrogenated product of the above-mentioned ring-opening polymer of cycloolefin or ring-opening copolymer using two or more types of cyclo-olefin, and may be cycloolefin, chain olefin, vinyl It may be an addition polymer with an aromatic compound having a polymerizable double bond such as a group. A polar group may be introduced into the cycloolefin resin.
  • the first protective film is formed using a copolymer of a cycloolefin and an aromatic compound having a linear olefin and / or a vinyl group
  • linear olefin examples include ethylene and propylene
  • aromatic compound having a vinyl group examples include styrene, ⁇ -methylstyrene and nuclear alkyl-substituted styrene.
  • the unit of the cycloolefin monomer may be 50 mol% or less, preferably about 15 to 50 mol%.
  • the unit of the monomer composed of the cycloolefin is compared Amount can be reduced.
  • the unit of monomers consisting of chain olefins is usually 5 to 80 mol%
  • the unit of monomers consisting of aromatic compounds having a vinyl group is usually 5 to 80 mol%.
  • cycloolefin resin an appropriate commercially available product can be used.
  • TOPAS marketed by Polyplastics Co., Ltd.
  • Arton marketed by JSR Corporation
  • ZEONOR marketed by Nippon Zeon Co., Ltd.
  • ZEONEX And “Apple” (all trade names) sold by Mitsui Chemicals, Inc., and the like.
  • the storage elastic modulus E at 23 ° C. of the resin (A) is usually 100 MPa or more, preferably 300 MPa or more, more preferably 500 MPa or more, and particularly preferably 1000 MPa or more. Although the lower limit is not limited, it is usually 100000 MPa or less.
  • the light selective absorption compound (B) is a compound that selectively absorbs light of a wavelength of 405 nm, is preferably a compound that satisfies the following formula (4), and is further a compound that satisfies the formula (5) preferable.
  • [In Formula (4), (epsilon) (405) represents the gram absorption coefficient of a compound in wavelength 405 nm.
  • the unit of gram absorption coefficient is L / (g ⁇ cm).
  • (epsilon) (405) represents the gram absorption coefficient of the compound in wavelength 405 nm
  • (epsilon) (440) represents the gram absorption coefficient in wavelength 440 nm.
  • the gram absorbance coefficient is measured by the method described in the examples.
  • the resin composition of the present invention has the function of suppressing the deterioration of the retardation film or the organic EL light emitting device due to ultraviolet light or short wavelength visible light.
  • the content of the photoselective absorption compound (B) in the substance is increased.
  • the light selective absorption compound (B) may be bled out or dispersed unevenly, and the light absorption function may be insufficient.
  • ⁇ (405) is preferably 20 L / (g ⁇ cm) or more, more preferably 30 L / (g ⁇ cm) or more, and even more preferably 40 L / (g ⁇ cm) or more Preferably, it is usually 500 L / (g ⁇ cm) or less.
  • a compound having a larger value of ⁇ (405) / ⁇ (440) absorbs light in the vicinity of 405 nm and suppresses light degradation of a display device such as a retardation film or an organic EL element without inhibiting color expression of the display device. can do.
  • the value of ⁇ (405) / ⁇ (440) is preferably 20 or more, more preferably 40 or more, still more preferably 70 or more, and particularly preferably 80 or more.
  • the photoselective absorption compound (B) is preferably a compound containing a merocyanine structure in the molecule.
  • a compound, an indole compound, a benzotriazole compound, etc. are mentioned, It is preferable that they are a merocyanine compound, a cyanine compound, and a benzotriazole compound, More preferably, it is a compound represented by Formula (I).
  • R 1 and R 5 each independently represent a hydrogen atom, an alkyl group having 1 to 25 carbon atoms which may have a substituent, or 7 to carbon atoms which may have a substituent; 15 represent an aralkyl group, an aryl group having a carbon number of 6 to 15, and a heterocyclic group, and -CH 2- contained in the alkyl group or the aralkyl group is -NR 1A- , -CO-, -SO 2- , -O It may be substituted by-or -S-.
  • R 1A represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.
  • R 2 , R 3 and R 4 each independently represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms which may have a substituent, or an aromatic hydrocarbon group which may have a substituent Or an aromatic heterocyclic group which may have a substituent, and -CH 2- contained in the alkyl group is -NR 1B- , -CO-, -SO 2- , -O- or -S- And may be substituted.
  • R 1B represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.
  • R 6 and R 7 each independently represent a hydrogen atom, an alkyl group having 1 to 25 carbon atoms, or an electron-withdrawing group, or R 6 and R 7 may combine with each other to form a ring structure .
  • R 1 and R 2 may be linked to each other to form a ring structure
  • R 2 and R 3 may be linked to each other to form a ring structure
  • R 2 and R 4 are linked to each other to form a ring structure
  • R 3 and R 6 may be linked to each other to form a ring structure.
  • Examples of the alkyl group having 1 to 25 carbon atoms represented by R 1 and R 5 include methyl group, ethyl group, n-propyl group, isopropyl group, 2-cyanopropyl group, n-butyl group, tert-butyl group, and sec-butyl, n-pentyl, n-hexyl, 1-methylbutyl, 3-methylbutyl, n-octyl, n-decyl, 2-hexyl-octyl and the like.
  • Examples of the substituent which the alkyl group having 1 to 25 carbon atoms represented by R 1 and R 5 may have include the groups described in the following group A.
  • Group A nitro, hydroxy, carboxy, sulfo, cyano, amino, halogen, alkoxy having 1 to 6 carbons, alkylsilyl having 1 to 12 carbons, alkyl having 2 to 8 carbons carbonyl group, * - R a1 - (O -R a2) t1 -R a3 (R a1 and R a2 each independently represent an alkanediyl group having 1 to 6 carbon atoms, R a3 is a C1- 6 represents an alkyl group, and s 1 represents an integer of 1 to 3.) and the like.
  • alkylsilyl group having 1 to 12 carbon atoms examples include monoalkylsilyl groups such as methylsilyl group, ethylsilyl and propylsilyl groups; dialkylsilyl groups such as dimethylsilyl group, diethylsilyl group and methylethylsilyl group; trimethylsilyl and triethylsilyl, And trialkylsilyl groups such as tripropylsilyl group.
  • alkylcarbonyl group having 2 to 8 carbon atoms examples include a methylcarbonyl group and an ethylcarbonyl group.
  • a halogen atom a fluorine atom, a chlorine atom, a bromine atom etc. are mentioned.
  • Examples of the aralkyl group having 7 to 15 carbon atoms represented by R 1 and R 5 include a benzyl group and a phenylethyl group. Examples of the group in which —CH 2 — contained in the aralkyl group is replaced by —SO 2 — or —COO— include a 2-phenylacetic acid ethyl group and the like. Examples of the substituent which the aralkyl group having 7 to 15 carbon atoms represented by R 1 and R 5 may have include the groups described in the following group A. Examples of the aryl group having 6 to 15 carbon atoms represented by R 1 and R 5 include a phenyl group, a naphthyl group and an anthracenyl group.
  • Examples of the substituent which the aryl group having 6 to 15 carbon atoms represented by R 1 and R 5 may have include the groups described in Group A above.
  • Examples of the heterocyclic group having 6 to 15 carbon atoms represented by R 1 and R 5 include carbons such as pyridyl, pyrrolidinyl, quinolyl, thiophene, imidazolyl, oxazolyl, pyrrole, thiazolyl and furanyl And 3 to 9 aromatic heterocyclic groups.
  • Examples of the alkyl group having 1 to 6 carbon atoms represented by R 1A and R 1B include methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, tert-butyl group, sec-butyl group, n -Pentyl group, n-hexyl group and the like.
  • Examples of the alkyl group having 1 to 6 carbon atoms represented by R 2 , R 3 and R 4 include the same ones as the alkyl group having 1 to 6 carbon atoms represented by R 1B .
  • Examples of the substituent which the alkyl group having 1 to 6 carbon atoms represented by R 2 , R 3 and R 4 may have include the groups described in the above-mentioned group A.
  • the aromatic hydrocarbon group represented by R 2 , R 3 and R 4 includes aryl groups having 6 to 15 carbon atoms such as phenyl, naphthyl and anthracenyl; and 7 to 15 carbon atoms such as benzyl and phenylethyl. There may be mentioned 15 aralkyl groups.
  • Examples of the substituent which the aromatic hydrocarbon group represented by R 2 , R 3 and R 4 may have include the groups described in Group A above.
  • the aromatic heterocyclic ring represented by R 2 , R 3 and R 4 has 3 carbon atoms such as pyridyl, pyrrolidinyl, quinolyl, thiophene, imidazolyl, oxazolyl, pyrrole, thiazolyl and furanyl.
  • aromatic heterocyclic groups of -9 As a substituent which the aromatic heterocyclic ring represented by R ⁇ 2 >, R ⁇ 3 > and R ⁇ 4 > may have, the group as described in the said group A is mentioned.
  • Examples of the alkyl group having 1 to 25 carbon atoms represented by R 6 and R 7 include the same ones as the alkyl group having 1 to 25 carbon atoms represented by R 1 and R 5 .
  • Examples of the substituent which the alkyl group having 1 to 25 carbon atoms represented by R 6 and R 7 may have include the groups described in Group A above.
  • Examples of the alkyl group having 1 to 25 carbon atoms represented by R 6 and R 7 include the same ones as the alkyl group having 1 to 25 carbon atoms represented by R 1 and R 5 .
  • Examples of the electron withdrawing group represented by R 6 and R 7 include a cyano group, a nitro group, a halogen atom, an alkyl group substituted with a halogen atom, and a group represented by formula (I-1) .
  • R 11 represents a hydrogen atom or an alkyl group having 1 to 25 carbon atoms, and at least one of the methylene groups contained in the alkyl group may be substituted by an oxygen atom.
  • X 1 is, -CO -, - COO -, - OCO -, - CS -, - CSO -, - CSS -, - NR 12 CO- or CONR 13 - represents a.
  • R 12 and R 13 each independently represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, or a phenyl group.
  • the halogen atom includes a fluorine atom, a chlorine atom, a bromine atom and an iodine atom.
  • alkyl group substituted by a halogen atom include trifluoromethyl group, perfluoroethyl group, perfluoropropyl group, perfluoroisopropyl group, perfluorobutyl group, perfluorosec-butyl group, perfluorotert-butyl group, perfluoropentyl group, and the like
  • Perfluoroalkyl groups, such as perfluorohexyl group, etc. are mentioned.
  • the carbon number of the alkyl group substituted with a halogen atom is usually 1 to 25.
  • R 6 and R 7 may be linked to each other to form a ring structure, and examples of the ring structure formed of R 6 and R 7 include a Meldrum's acid structure, a barbituric acid structure, a dimedone structure, etc.
  • R 11 examples of the alkyl group having 1 to 25 carbon atoms represented by R 11 include the same as the alkyl groups represented by R 1 and R 5 .
  • the ring structure formed by bonding R 2 and R 3 to each other is a nitrogen-containing ring structure containing a nitrogen atom bonded to R 2, and is, for example, a 4- to 14-membered nitrogen-containing heterocyclic ring It can be mentioned.
  • the ring structure formed by linking R 2 and R 3 to each other may be monocyclic or polycyclic. Specifically, pyrrolidine ring, pyrroline ring, imidazolidine ring, imidazoline ring, oxazoline ring, thiazoline ring, piperidine ring, morpholine ring, piperazine ring, indole ring, isoindole ring and the like can be mentioned.
  • the ring structure formed by bonding R 1 and R 2 to each other is a nitrogen-containing ring structure containing a nitrogen atom to which R 1 and R 2 are bonded, and is, for example, a 4- to 14-membered ring (preferably And 4 to 8 membered rings).
  • the ring structure formed by linking R 1 and R 2 to each other may be monocyclic or polycyclic. Specifically, the same as the ring structure formed by linking R 2 and R 3 to each other can be mentioned.
  • the ring structure formed by combining R 2 and R 4 with one another includes a 4- to 14-membered nitrogen-containing ring structure, and a 5- to 9-membered nitrogen-containing ring structure is preferable.
  • the ring structure formed by bonding R 2 and R 4 to each other may be monocyclic or polycyclic. These rings may have a substituent, and as such a ring structure, the same one as exemplified as the ring structure formed by R 2 and R 3 may be mentioned.
  • a phenyl group etc. are mentioned.
  • Examples of the compound represented by formula (I) in which R 2 and R 3 are linked to each other to form a ring structure include compounds represented by formula (IA), and R 2 and R 4
  • Examples of the compound represented by the formula (I) which forms a ring structure by linking include a compound represented by the formula (IB) and the like.
  • R 1 , R 3 , R 4 , R 5 , R 6 and R 7 each represent the same meaning as described above.
  • Ring W 1 and ring W 2 each independently represent a nitrogen-containing ring.
  • Ring W 1 and ring W 2 represent a nitrogen-containing ring containing a nitrogen atom as a constituent unit of the ring.
  • the ring W 1 and the ring W 2 may be each independently a single ring or multiple rings, and may contain a heteroatom other than nitrogen as a constituent unit of the ring.
  • the ring W 1 and the ring W 2 are preferably each independently a 5- to 9-membered ring.
  • the compound represented by the formula (IA) is preferably a compound represented by the formula (IA-1).
  • R 1 , R 4 , R 5 , R 6 and R 7 each represent the same meaning as described above.
  • a 1 represents -CH 2- , -O-, -S- or -NR 1D- .
  • Each of R 14 and R 15 independently represents a hydrogen atom or an alkyl group having 1 to 12 carbon atoms.
  • R 1D represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.
  • the compound represented by the formula (IB) is preferably a compound represented by the formula (IB-1) and a compound represented by the formula (IB-2).
  • R 1 , R 6 and R 7 each represent the same meaning as described above.
  • Each R 16 independently represents a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, or an aryl group.
  • R 3 , R 5 , R 6 and R 7 each represent the same meaning as described above.
  • R 30 represents a hydrogen atom, a cyano group, a nitro group, a halogen atom, a mercapto group, an amino group, an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, an aromatic hydrocarbon having 6 to 18 carbon atoms And an acyl group having 2 to 13 carbon atoms, an acyloxy group having 2 to 13 carbon atoms, or an alkoxycarbonyl group having 2 to 13 carbon atoms.
  • R 31 represents an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a mercapto group, an alkylthio group having 1 to 12 carbon atoms, an amino group or heterocyclic group which may have a substituent, Represent. ]
  • the halogen atom represented by R 30, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom.
  • Examples of the acyloxy group having 2 to 13 carbon atoms represented by R 30 include a methyl carbonyloxy group, an ethyl carbonyloxy group, a propyl carbonyloxy group, and a butyl carbonyloxy group.
  • Examples of the alkoxycarbonyl group having 2 to 13 carbon atoms represented by R 30 include a methoxycarbonyl group, an ethoxycarbonyl group, a propoxycarbonyl group, a butoxycarbonyl group and the like.
  • Examples of the aromatic hydrocarbon group having 6 to 18 carbon atoms represented by R 30 include aryl groups having 6 to 18 carbon atoms such as phenyl group, naphthyl group and biphenyl group; 7 carbon atoms such as benzyl group and phenylethyl group There may be mentioned an aralkyl group of -18.
  • Examples of the alkyl group having 1 to 12 carbon atoms represented by R 30 include the same ones as the alkyl group having 1 to 12 carbon atoms represented by R 14 .
  • Examples of the alkyl group having 1 to 12 carbon atoms represented by R 30 include a methoxy group, an ethoxy group, a propoxy group, a butoxy group and a pentoxy group.
  • R 30 is preferably an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, an amino group or a mercapto group.
  • Examples of the alkyl group having 1 to 12 carbon atoms represented by R 31 include the same ones as the alkyl group having 1 to 12 carbon atoms represented by R 14 .
  • Examples of the C 1-12 alkoxy group represented by R 31 include the same as the C 1-12 alkoxy group represented by R 30 .
  • Examples of the alkylthio group having 1 to 12 carbon atoms represented by R 31 include a methylthio group, an ethylthio group, a propylthio group, a butylthio group, a pentylthio group and a hexylthio group.
  • the amino group which may have a substituent represented by R 31 is, for example, an amino group; one alkyl group having 1 to 8 carbon atoms such as N-methylamino group or N-ethylamino group Amino groups; amino groups substituted with two alkyl groups having 1 to 8 carbon atoms such as N, N-dimethylamino, N, N-diethylamino, N, N-methylethylamino and the like; and the like.
  • Examples of the heterocyclic ring represented by R 31 include nitrogen-containing heterocyclic groups having 4 to 9 carbon atoms such as pyrrolidinyl group, piperidinyl group and morpholinyl group.
  • R 1, R 6 and R 7 represent the same meaning as described above.
  • Each of R 21 and R 22 independently represents a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, or a hydroxy group.
  • R 25 represents a hydrogen atom, an alkyl group having 1 to 25 carbon atoms, or an aromatic hydrocarbon group which may have a substituent.
  • Examples of the alkyl group having 1 to 25 carbon atoms represented by R 25 include the same ones as the alkyl group having 1 to 25 carbon atoms represented by R 1 .
  • Examples of the aromatic hydrocarbon group represented by R 25 include aryl groups such as phenyl group and naphthyl group: aralkyl groups such as benzyl group and phenylethyl group: biphenyl group and the like, and aromatics having 6 to 20 carbon atoms It is preferably a hydrocarbon group.
  • Examples of the substituent which the aromatic hydrocarbon group represented by R 25 may have include a hydroxy group and the like.
  • R 3 and R 6 are each independently an electron withdrawing group.
  • Examples of the compound represented by the formula (I) in which R 1 and R 2 are linked to each other to form a ring structure and R 3 and R 6 are linked to each other to form a ring structure include a compound represented by formula (ID) And the like.
  • R 4 , R 5 and R 7 represent the same meaning as described above.
  • R 25 , R 26 , R 27 and R 28 each independently represent a hydrogen atom, an alkyl group having 1 to 12 carbon atoms which may have a substituent, a hydroxy group or an aralkyl group.
  • Examples of the alkyl group having 1 to 12 carbon atoms represented by R 25 , R 26 , R 27 and R 28 include the same ones as the alkyl group having 1 to 12 carbon atoms represented by R 1A and R 1B .
  • Examples of the substituent which the alkyl group having 1 to 12 carbon atoms represented by R 25 , R 26 , R 27 and R 28 may have include a hydroxy group.
  • Examples of the aralkyl group represented by R 25 , R 26 , R 27 and R 28 include aralkyl groups having 7 to 15 carbon atoms such as benzyl group and phenylethyl group.
  • Examples of the compound (I) in which R 6 and R 7 are linked to each other to form a ring structure include compounds represented by the formula (IE) and the like.
  • IE formula (IE)
  • R 1 , R 3 , R 4 and R 5 each represent the same meaning as described above.
  • Ring W 3 represents a cyclic compound
  • the ring W 3 is a 5- to 9-membered ring, and may contain a heteroatom such as a nitrogen atom, an oxygen atom or a sulfur atom as a constituent unit of the ring.
  • the compound represented by the formula (IE) is preferably a compound represented by the formula (IE-1).
  • R 1 , R 2 , R 3 and R 5 each represent the same meaning as described above.
  • R 17 , R 18 , R 19 and R q each independently represent a hydrogen atom or an alkyl, aralkyl or aryl group having 1 to 12 carbon atoms which may have a substituent, and the alkyl or
  • R 17 and R 18 may be linked to each other to form a ring structure
  • R 18 and R 19 may be linked to each other to form a ring structure
  • R 19 and R q are linked to each other to form a ring structure
  • Examples of the compound represented by the formula (I) include the following compounds.
  • the content of the light selective absorption compound (B) is usually 0.01 to 20 parts by mass, preferably 0.05 to 15 parts by mass, more preferably 0 based on 100 parts by mass of the resin (A). 1 to 10 parts by mass, more preferably 0.1 to 5 parts by mass.
  • the resin composition (1) may further contain a plasticizer, an organic acid, a dye, an antistatic agent, a surfactant, a lubricant, a flame retardant, a filler, a rubber particle, a phase difference adjuster, an ultraviolet absorber and the like. Good.
  • any appropriate forming method may be employed as a method of producing the optical film of the present invention. Specifically, compression molding method, transfer molding method, injection molding method, extrusion molding method, blow molding method, powder molding method, FRP molding method, cast coating method (for example, casting method), calendar molding method, heat press Law etc. are mentioned.
  • the extrusion molding method or the cast coating method is preferred because the smoothness of the resulting film can be enhanced and good optical uniformity can be obtained.
  • the molding conditions may be appropriately set according to the composition and type of the resin to be used, the characteristics desired for the retardation film, and the like.
  • the thickness of the optical film of the present invention is usually 1 to 500 ⁇ m, preferably 5 to 300 ⁇ m, more preferably 10 to 150 ⁇ m, and particularly preferably 10 to 75 ⁇ m.
  • the optical film of the present invention may be unstretched or stretched. When the optical film of the present invention is stretched, it may be uniaxially stretched or biaxially stretched.
  • the stretching ratio is usually 1.01 to 10 times, preferably 1.01 to 6 times.
  • the stretching direction can also be performed in various directions and dimensions, such as the length direction, the width direction, the thickness direction, and the oblique direction.
  • the pressure-sensitive adhesive layer-carrying optical film of the present invention is a film having a pressure-sensitive adhesive layer on at least one surface of the optical film of the present invention.
  • the pressure-sensitive adhesive layer is formed of a known pressure-sensitive adhesive.
  • the known pressure-sensitive adhesive may be any pressure-sensitive adhesive having a base polymer such as acrylic, rubber, urethane, silicone, and polyvinyl ether, but the (meth) acrylic resin (A) is a base polymer It is preferable that it is an acrylic adhesive composition included as
  • the (meth) acrylic resin (A) is preferably a polymer as a main component (preferably containing 50% by mass or more) of a structural unit derived from a (meth) acrylic acid ester.
  • the structural unit derived from (meth) acrylic acid ester is a structural unit derived from a monomer other than one or more (meth) acrylic acid esters (for example, a structural unit derived from a monomer having a polar functional group) May be included.
  • (meth) acrylic acid means that either acrylic acid or methacrylic acid may be used, and in the case of (meth) acrylate etc., “(meth)” also has the same meaning. .
  • Examples of the (meth) acrylic acid ester include (meth) acrylic acid esters represented by the following formula (I) [In formula (I), R 1 represents a hydrogen atom or a methyl group, R 2 represents an alkyl group having 1 to 14 carbon atoms or an aralkyl group having 7 to 20 carbon atoms, and hydrogen of the alkyl group or the aralkyl group The atom may be replaced by an alkoxy group having 1 to 10 carbon atoms. ]
  • R 2 is preferably an alkyl group having 1 to 14 carbon atoms, more preferably an alkyl group having 1 to 8 carbon atoms.
  • (meth) acrylic acid ester represented by the formula (I), Methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, n-butyl (meth) acrylate, n-pentyl (meth) acrylate, n-hexyl (meth) acrylate, (Meth) acrylic acid n-heptyl, (meth) acrylic acid n-octyl, (meth) acrylic acid n-nonyl, (meth) acrylic acid n-decyl, (meth) acrylic acid n-dodecyl, (meth) acrylic acid Linear alkyl esters of (meth) acrylic acid such as lauryl, stearyl (meth) acrylate, etc .; (Meth) acrylic acid i-propyl, (meth) acrylic acid i-butyl, (meth) acrylic acid t-butyl, (Met
  • Alkyl esters (Meth) acrylic acid cyclohexyl, isoboronyl (meth) acrylic acid, adamantyl (meth) acrylic acid, dicyclopentanyl (meth) acrylic acid, cyclododecyl (meth) acrylic acid, methyl cyclohexyl (meth) acrylic acid, ( Alicyclic skeleton-containing alkyl ester of (meth) acrylic acid such as trimethylcyclohexyl (meth) acrylate, tert-butylcyclohexyl (meth) acrylate, cyclohexyl ⁇ -ethoxyacrylate, etc .; Aromatic ring skeleton-containing ester of (meth) acrylic acid such as phenyl (meth) acrylate; Etc.
  • transduced into the alkyl group in (meth) acrylic acid alkyl ester can also be mentioned.
  • the substituent of the substituent-containing (meth) acrylic acid alkyl ester is a group that substitutes the hydrogen atom of the alkyl group, and specific examples thereof include a phenyl group, an alkoxy group, and a phenoxy group.
  • substituent-containing (meth) acrylic acid alkyl ester examples include 2-methoxyethyl (meth) acrylate, ethoxymethyl (meth) acrylate, phenoxyethyl (meth) acrylate, 2- (meth) acrylate Examples thereof include (2-phenoxyethoxy) ethyl, phenoxydiethylene glycol (meth) acrylate, and phenoxypoly (ethylene glycol) (meth) acrylate.
  • acrylic acid esters can be used alone or in combination of two or more different ones.
  • the (meth) acrylic resin (A) has a structural unit derived from a (meth) acrylic acid alkyl ester (a1) whose homopolymer has a glass transition temperature Tg of less than 0 ° C., and a homopolymer Tg of 0 ° C. or more It is preferable to contain the structural unit derived from (meth) acrylic acid alkyl ester (a2). Containing the structural unit derived from the acrylic acid alkyl ester (a1) and the structural unit derived from the acrylic acid alkyl ester (a2) is advantageous for enhancing the high temperature durability of the pressure-sensitive adhesive layer.
  • Tg of the homopolymer of (meth) acrylic acid alkyl ester literature values such as, for example, POLYMER HANDBOOK (Wiley-Interscience) can be adopted.
  • (meth) acrylic acid alkyl ester (a1) examples include ethyl acrylate, n- and i-propyl acrylate, n- and i-butyl acrylate, n-pentyl acrylate, n- and acrylate acrylic acid -Hexyl, n-heptyl acrylate, n- and i-octyl acrylate, 2-ethylhexyl acrylate, n- and i-nonyl acrylate, n- and i-decyl acrylate, n-dodecyl acrylate And the like.
  • examples thereof include (meth) acrylic acid alkyl esters having about 2 to 12 carbon atoms in the alkyl group.
  • the (meth) acrylic acid alkyl ester (a1) may be used alone or in combination of two or more. Among them, n-butyl acrylate, n-octyl acrylate, 2-ethylhexyl acrylate and the like are preferable from the viewpoint of followability and rework when laminated on an optical film.
  • the (meth) acrylic acid alkyl ester (a2) is a (meth) acrylic acid alkyl ester other than the (meth) acrylic acid alkyl ester (a1).
  • Specific examples of the (meth) acrylic acid alkyl ester (a2) include methyl acrylate, cyclohexyl acrylate, isoboronyl acrylate, stearyl acrylate, t-butyl acrylate and the like.
  • the (meth) acrylic acid alkyl ester (a2) may be used alone or in combination of two or more. Among them, from the viewpoint of high temperature durability, the (meth) acrylic acid alkyl ester (a2) preferably contains methyl acrylate, cyclohexyl acrylate, isoboronyl acrylate and the like, and more preferably methyl acrylate.
  • the structural unit derived from the (meth) acrylic acid ester represented by the formula (I) is preferably 50% by mass or more, and more preferably 60 to 95% by mass in the total structural units contained in the (meth) acrylic resin.
  • the content is preferably 65 to 95% by mass or more.
  • a structural unit derived from monomers other than (meth) acrylic acid ester a structural unit derived from a monomer having a polar functional group is preferable, and a structure derived from a (meth) acrylic acid ester having a polar functional group Units are more preferred.
  • polar functional groups include hydroxy groups, carboxyl groups, substituted or unsubstituted amino groups, and heterocyclic groups such as epoxy groups.
  • a monomer having a hydroxy group or a monomer having a carboxyl group is preferable in view of the reactivity between the (meth) acrylic acid ester polymer and the crosslinking agent, and a monomer having a hydroxy group and a carboxyl group It is more preferable to include any of monomers having a group.
  • a monomer having a hydroxy group 2-hydroxyethyl acrylate, 3-hydroxypropyl acrylate, 4-hydroxybutyl acrylate, 5-hydroxypentyl acrylate, 6-hydroxyhexyl acrylate are preferable. In particular, good durability can be obtained by using 2-hydroxyethyl acrylate, 4-hydroxybutyl acrylate and 5-hydroxypentyl acrylate.
  • acrylic acid is preferably used as a monomer having a carboxyl group.
  • not to substantially contain the monomer which has an amino group from a viewpoint of preventing peeling force enhancement of the separate film which can be laminated
  • “not substantially contained” means that it is 0.1 parts by weight or less in 100 parts by weight of all the constituent units constituting the (meth) acrylic resin (A).
  • the content of the structural unit derived from the monomer having a polar functional group is preferably 20 parts by mass or less, more preferably 0 based on 100 parts by mass of all structural units of the (meth) acrylic resin (A). 0.5 parts by weight or more and 15 parts by weight or less, more preferably 0.5 parts by weight or more and 10 parts by weight or less, particularly preferably 1 parts by weight or more and 7 parts by weight or less.
  • the content of the structural unit derived from the monomer having an aromatic group is preferably 20 parts by mass or less, more preferably 4 parts by mass with respect to 100 parts by mass of the total structural units of the (meth) acrylic resin (A).
  • the content is not less than 20 parts by mass and preferably not less than 4 parts by mass and not more than 16 parts by mass.
  • structural units derived from monomers other than (meth) acrylic acid esters structural units derived from styrenic monomers, structural units derived from vinyl monomers, plural (meth) acryloyl groups in the molecule Examples include structural units derived from monomers having a group, and structural units derived from (meth) acrylamide type monomers.
  • styrene-based monomers styrene; alkylstyrenes such as methylstyrene, dimethylstyrene, trimethylstyrene, ethylstyrene, diethylstyrene, triethylstyrene, propylstyrene, butylstyrene, hexylstyrene, heptylstyrene, octylstyrene, etc .; fluorostyrene, Halogenated styrenes such as chlorostyrene, bromostyrene, dibromostyrene, iodostyrene; nitrostyrene; acetylstyrene; methoxystyrene; and divinylbenzene.
  • alkylstyrenes such as methylstyrene, dimethylstyrene, trimethylsty
  • vinyl monomers include fatty acid vinyl esters such as vinyl acetate, vinyl propionate, vinyl butyrate, vinyl 2-ethylhexanoate and vinyl laurate; vinyl halides such as vinyl chloride and vinyl bromide; vinylidene chloride and the like And vinylidene halides; nitrogen-containing heteroaromatic vinyls such as vinylpyridine, vinylpyrrolidone and vinylcarbazole; conjugated dienes such as butadiene, isoprene and chloroprene; and unsaturated nitriles such as acrylonitrile and methacrylonitrile.
  • fatty acid vinyl esters such as vinyl acetate, vinyl propionate, vinyl butyrate, vinyl 2-ethylhexanoate and vinyl laurate
  • vinyl halides such as vinyl chloride and vinyl bromide
  • vinylidene halides nitrogen-containing heteroaromatic vinyls such as vinylpyridine, vinylpyrrolidone and vinylcarbazol
  • monomers having a plurality of (meth) acryloyl groups in the molecule 1,4-butanediol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate, 1,9-nonanediol di ( Two (meth) acryloyl groups in the molecule such as meta) acrylate, ethylene glycol di (meth) acrylate, diethylene glycol di (meth) acrylate, tetraethylene glycol di (meth) acrylate and tripropylene glycol di (meth) acrylate Monomers having; monomers having three (meth) acryloyl groups in a molecule such as trimethylolpropane tri (meth) acrylate.
  • Examples of (meth) acrylamide monomers include N-methylol (meth) acrylamide, N- (2-hydroxyethyl) (meth) acrylamide, N- (3-hydroxypropyl) (meth) acrylamide, N- (4-) Hydroxybutyl) (meth) acrylamide, N- (5-hydroxypentyl) (meth) acrylamide, N- (6-hydroxyhexyl) (meth) acrylamide, N, N-dimethyl (meth) acrylamide, N, N-diethyl (meth) acrylamide Meta) acrylamide, N-isopropyl (meth) acrylamide, N- (3-dimethylaminopropyl) (meth) acrylamide, N- (1,1-dimethyl-3-oxobutyl) (meth) acrylamide, N- [2- (2-) 2-Oxo-1-imidazolidinyl) ethyl] (meth) acrylamide 2-acryloylamin
  • N- (methoxymethyl) acrylamide, N- (ethoxymethyl) acrylamide, N- (propoxymethyl) acrylamide, N- (butoxymethyl) acrylamide and N- (2-methylpropoxymethyl) acrylamide are preferable.
  • the weight average molecular weight (Mw) of the (meth) acrylic resin (A) is preferably 500,000 to 2,500,000.
  • the weight average molecular weight is 500,000 or more, the durability of the pressure-sensitive adhesive layer in a high temperature environment is improved, and defects such as peeling between adherends and the pressure-sensitive adhesive layer, cohesive failure of the pressure-sensitive adhesive layer, etc. It is easy to control.
  • the weight average molecular weight is 2,500,000 or less, it is advantageous from the viewpoint of coatability when processing the pressure-sensitive adhesive composition into, for example, a sheet (coating on a substrate).
  • the weight-average molecular weight is preferably 600,000 to 1,800,000, more preferably 700,000 to 1,700,000, and particularly preferably 100, from the viewpoint of achieving both the durability of the pressure-sensitive adhesive layer and the coatability of the pressure-sensitive adhesive composition. It is 10,000 to 1.6 million.
  • the molecular weight distribution (Mw / Mn) represented by the ratio of weight average molecular weight (Mw) to number average molecular weight (Mn) is usually 2 to 10, preferably 3 to 8, and more preferably 3 to 6 .
  • the weight average molecular weight can be analyzed by gel permeation chromatography and is a value in terms of standard polystyrene.
  • the viscosity at 25 ° C. is preferably 20 Pa ⁇ s or less, preferably 0.1 to 15 Pa ⁇ s. It is more preferable that It is advantageous from the viewpoint of the coatability at the time of applying an adhesive constituent to a substrate as it is a viscosity of this range.
  • the viscosity can be measured by a Brookfield viscometer.
  • the glass transition temperature (Tg) of the (meth) acrylic resin (A) is, for example, -60 to 20 ° C, preferably -50 to 15 ° C, more preferably -45 to 10 ° C, particularly -40 to 0 ° C. May be It is advantageous for the wettability improvement with respect to the adherend base material of an adhesive layer that Tg is below an upper limit, and it is advantageous for the durable improvement of an adhesive layer to be more than a lower limit.
  • the glass transition temperature can be measured by a differential scanning calorimeter (DSC).
  • the (meth) acrylic resin (A) can be produced by a known method such as, for example, a solution polymerization method, a bulk polymerization method, a suspension polymerization method, an emulsion polymerization method, and the solution polymerization method is particularly preferable.
  • a solution polymerization method for example, a monomer and an organic solvent are mixed, a thermal polymerization initiator is added under a nitrogen atmosphere, and a temperature condition of about 40 to 90 ° C., preferably about 50 to 80 ° C., 3 to 15 The method of stirring for about time is mentioned.
  • monomers or a thermal polymerization initiator may be added continuously or intermittently during the polymerization.
  • the monomer and thermal initiator may be in the state of being added to an organic solvent.
  • a polymerization initiator As a polymerization initiator, a thermal polymerization initiator, a photopolymerization initiator, etc. are used.
  • a photopolymerization initiator 4- (2-hydroxyethoxy) phenyl (2-hydroxy-2-propyl) ketone and the like can be mentioned.
  • the proportion of the polymerization initiator is about 0.001 to 5 parts by mass with respect to 100 parts by mass of the total of the monomers constituting the (meth) acrylic resin.
  • the polymerization of the (meth) acrylic resin may be carried out by a polymerization method using active energy rays (for example, ultraviolet rays and the like).
  • Organic solvents include aromatic hydrocarbons such as toluene and xylene; esters such as ethyl acetate and butyl acetate; aliphatic alcohols such as propyl alcohol and isopropyl alcohol; ketones such as acetone, methyl ethyl ketone and methyl isobutyl ketone Can be mentioned.
  • the content of the (meth) acrylic resin (A) is usually 60% by mass to 99.9% by mass, preferably 70% by mass to 99.5% by mass in 100% by mass of the pressure-sensitive adhesive composition. More preferably, it is 80% by mass to 99% by mass.
  • the pressure-sensitive adhesive composition can contain a crosslinking agent (b).
  • the crosslinking agent (b) reacts with polar functional groups (for example, hydroxy group, amino group, carboxyl group, heterocyclic group, etc.) in the (meth) acrylic resin (A).
  • the crosslinking agent (B) forms a crosslinked structure with a (meth) acrylic resin or the like, and forms a crosslinked structure that is advantageous for durability and reworkability.
  • crosslinking agent (b) examples include isocyanate-based crosslinking agents, epoxy-based crosslinking agents, aziridine-based crosslinking agents, metal chelate-based crosslinking agents and the like, and in particular the pot life of the pressure-sensitive adhesive composition and the durability of the pressure-sensitive adhesive layer, crosslinking It is preferable that it is an isocyanate type crosslinking agent from a viewpoint of speed etc.
  • the isocyanate compound a compound having at least two isocyanato groups (-NCO) in the molecule is preferable.
  • aliphatic isocyanate compounds for example, hexamethylene diisocyanate etc.
  • alicyclic isocyanate compounds for example isophorone diisocyanate
  • aromatic isocyanate compounds eg, tolylene diisocyanate, xylylene diisocyanate diphenylmethane diisocyanate, naphthalene diisocyanate, triphenylmethane triisocyanate, etc.
  • the crosslinking agent (B) may be an adduct of the above-mentioned isocyanate compound with a polyhydric alcohol compound (adduct) [for example, an adduct of glycerol, trimethylolpropane etc.], isocyanurate, burette type compound, polyether polyol, polyester It may be a derivative such as a urethane prepolymer type isocyanate compound which is addition-reacted with a polyol, an acrylic polyol, a polybutadiene polyol, a polyisoprene polyol or the like.
  • the crosslinking agents (B) can be used alone or in combination of two or more.
  • aromatic isocyanate compounds eg, tolylene diisocyanate, xylylene diisocyanate
  • aliphatic isocyanate compounds eg, hexamethylene diisocyanate
  • polyhydric alcohol compounds thereof eg, glycerol, trimethylolpropane
  • adducts thereof, or isocyanurates e.g, glycerol, trimethylolpropane
  • the content of the crosslinking agent (b) is usually 0.01 to 15 parts by mass, preferably 0.05 to 10 parts by mass, relative to 100 parts by mass of the (meth) acrylic resin (A). Preferably, it is 0.1 to 5 parts by weight.
  • the resin composition may further contain a silane compound (D).
  • silane compound (D) examples include vinyltrimethoxysilane, vinyltriethoxysilane, vinyltris (2-methoxyethoxy) silane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropyltriethoxysilane, 3 -Glycidoxypropylmethyldimethoxysilane, 3-glycidoxypropylethoxydimethylsilane, 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, 3-chloropropylmethyldimethoxysilane, 3-chloropropyltrimethoxysilane, Examples thereof include 3-methacryloyloxypropyltrimethoxysilane and 3-mercaptopropyltrimethoxysilane.
  • the silane compound (D) may be a silicone oligomer.
  • the specific example of the silicone oligomer is as
  • 3-mercaptopropyltrimethoxysilane-tetramethoxysilane oligomer 3-mercaptopropyltrimethoxysilane-tetraethoxysilane oligomer, 3-mercaptopropyltriethoxysilane-tetramethoxysilane oligomer, 3-mercaptopropyltriethoxysilane-tetraethoxysilane Oligomers containing mercaptopropyl group-containing oligomers; mercaptomethyltrimethoxysilane-tetramethoxysilane oligomers, mercaptomethyltrimethoxysilane-tetraethoxysilane oligomers, mercaptomethyltriethoxysilane-tetramethoxysilane oligomers, mercaptomethyltriethoxysilane-tetraethoxy Mercaptomethyl group-containing oligomers such as silane oligomers; 3-glycid
  • -Containing oligomers of vinyl 3-aminopropyltrimethoxysilane-tetramethoxysilane Polymer, 3-aminopropyltrimethoxysilane-tetraethoxysilane copolymer, 3-aminopropyltriethoxysilane-tetramethoxysilane copolymer, 3-aminopropyltriethoxysilane-tetraethoxysilane copolymer, 3-aminopropylmethyldimethoxysilane-tetra Amino group-containing such as methoxysilane copolymer, 3-aminopropylmethyldimethoxysilane-tetraethoxysilane copolymer, 3-aminopropylmethyldiethoxysilane-tetramethoxysilane copolymer, 3-aminopropylmethyldiethoxysilane-tetraethoxysilane copolymer, etc
  • the silane compound (D) may be a silane compound represented by the following formula (d1).
  • the adhesion (or adhesion) can be further improved, so that a pressure-sensitive adhesive layer having excellent peel resistance can be formed.
  • adhesion or adhesiveness
  • high durability can be exhibited.
  • B represents an alkanediyl group having 1 to 20 carbon atoms or a divalent alicyclic hydrocarbon group having 3 to 20 carbon atoms, and constitutes the alkanediyl group and the alicyclic hydrocarbon group
  • -CH 2- may be substituted by -O- or -CO-
  • R d7 represents an alkyl group having 1 to 5 carbon atoms
  • R d8 , R d9 , R d10 , R d11 and R d12 respectively represent Independently represents an alkyl group of 1 to 5 carbon atoms or an alkoxy group of 1 to 5 carbon atoms
  • B represents an alkanediyl group having 1 to 20 carbon atoms such as methylene group, ethylene group, trimethylene group, tetramethylene group, tetramethylene group, hexamethylene group, heptamethylene group, octamethylene group, etc .; 1,2-cyclobutylene group), cyclopentylene group (eg, 1,2-cyclopentylene group), cyclohexylene group (eg, 1,2-cyclohexylene group), cyclooctylene group (eg, 1,2-cyclobutylene group)
  • a divalent alicyclic hydrocarbon group having a carbon number of 3 to 20, such as a cyclooctylene group), or an alkanediyl group thereof and -CH2- constituting the alicyclic hydrocarbon group is -O- or- The group substituted by CO- is shown.
  • R d7 represents an alkyl group having a carbon number of 1 to 5, such as methyl group, ethyl group, propyl group, isopropyl group, butyl group, s-butyl group, t-butyl group, pentyl group, etc.
  • R d8 , R d9 , R d10 , R d11 and R d12 are each independently an alkyl group having 1 to 5 carbon atoms exemplified for R d7 , or a methoxy group, an ethoxy group, a propoxy group, an i-propoxy group, a butoxy group or an s-butoxy group
  • an alkoxy group having 1 to 5 carbon atoms such as t-butoxy group.
  • Desirable R d8 , R d9 , R d10 , R d11 and R d12 are each independently an alkoxy group having 1 to 5 carbon atoms. These silane compounds (D) can be used alone or in combination of two or more.
  • silane compound represented by the above formula (d1) examples include (trimethoxysilyl) methane, 1,2-bis (trimethoxysilyl) ethane, and 1,2-bis (triethoxysilyl) ethane.
  • the content of the silane compound (D) is usually 0.01 to 10 parts by weight, preferably 0.03 to 5 parts by weight, per 100 parts by weight of the (meth) acrylic resin (A).
  • the amount is preferably 0.05 to 2 parts by weight, more preferably 0.1 to 1 part by weight. It is advantageous for suppression of the bleed-out of the silane compound (D) from an adhesive layer that it is below the said upper limit, and adhesion with an adhesive layer, a metal layer, a glass substrate, etc. being more than the said lower limit It is easy to improve the properties (or adhesion), which is advantageous for improving the peeling resistance and the like.
  • the pressure-sensitive adhesive composition may further contain an antistatic agent.
  • an antistatic agent surfactants, siloxane compounds, conductive polymers, ionic compounds and the like can be mentioned, with preference given to ionic compounds.
  • the ionic compound include conventional ones.
  • a cation component which comprises an ionic compound an organic cation, an inorganic cation, etc. are mentioned.
  • the organic cation include pyridinium cation, pyrrolidinium cation, piperidinium cation, imidazolium cation, ammonium cation, sulfonium cation, phosphonium cation and the like.
  • inorganic cations include lithium cations, potassium cations, sodium cations, alkali metal cations such as cesium cations, and alkaline earth metal cations such as magnesium cations and calcium cations.
  • pyridinium cation, imidazolium cation, pyrrolidinium cation, lithium cation and potassium cation are preferable from the viewpoint of compatibility with the (meth) acrylic resin.
  • the anion component constituting the ionic compound may be either an inorganic anion or an organic anion, but in terms of antistatic performance, an anion component containing a fluorine atom is preferred.
  • anion component containing a fluorine atom for example, hexafluorophosphate anion (PF 6- ), bis (trifluoromethanesulfonyl) imide anion [(CF 3 SO 2 ) 2 N-], bis (fluorosulfonyl) imide anion [(FSO) 2 ) 2 N-], tetra (pentafluorophenyl) borate anion [(C 6 F 5 ) 4 B-] and the like.
  • PF 6- hexafluorophosphate anion
  • bis (trifluoromethanesulfonyl) imide anion [(CF 3 SO 2 ) 2 N-]
  • bis (fluorosulfonyl) imide anion [(FSO) 2 ) 2 N-] bis (fluorosulfonyl) imide anion [(FSO) 2 ) 2 N-]
  • tetra (pentafluorophenyl) borate anion (C 6 F
  • bis (trifluoromethanesulfonyl) imide anion [(CF 3 SO 2 ) 2 N-]
  • tetra (pentafluorophenyl) borate anion [(C 6 F 5 ) 4 B-]
  • the ionic compound which is solid at room temperature is preferred in view of the temporal stability of the antistatic performance of the pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition.
  • the content of the antistatic agent is, for example, 0.01 to 20 parts by mass, preferably 0.1 to 10 parts by mass, and more preferably 1 to 7 with respect to 100 parts by mass of the (meth) acrylic resin (A). It is mass.
  • the pressure-sensitive adhesive composition can contain one or more additives such as a solvent, a crosslinking catalyst, a tackifier, a plasticizer, a softener, a pigment, a rust inhibitor, an inorganic filler, and light scattering fine particles.
  • additives such as a solvent, a crosslinking catalyst, a tackifier, a plasticizer, a softener, a pigment, a rust inhibitor, an inorganic filler, and light scattering fine particles.
  • FIG. 1 An example of the pressure-sensitive adhesive layer-carrying optical film according to the present invention is shown in FIG.
  • the separate film (release film) 3 may be laminated on the side opposite to the above.
  • the separate film 3 is usually peeled and removed at the time of use of the pressure-sensitive adhesive layer-attached optical film (for example, at the time of lamination on a liquid crystal cell, retardation film, etc.).
  • the separate film is, for example, a film on which an adhesive layer of a film made of various resins such as polyethylene terephthalate, polybutylene terephthalate, polycarbonate, polyarete, etc. is subjected to release treatment such as silicone treatment. it can.
  • FIG. 1 to FIG. 2 An example of the layer configuration of the optical laminate including the optical film according to the present invention is shown in FIG. 1 to FIG.
  • An optical laminate 10A described in FIG. 2 is an optical laminate including a protective film 4, an adhesive layer 5, a polarizing film 6, an adhesive layer 5, an optical film 1 of the present invention, and an adhesive layer 7.
  • An optical laminate 10B described in FIG. 3 is an optical laminate including the optical film 1, the adhesive layer 5, the polarizing film 6, the adhesive layer 5, the protective film 4 and the pressure-sensitive adhesive layer 7 of the present invention.
  • a protective film 4 an adhesive layer 5, a polarizing film 6, an adhesive layer 5, an optical film 1 of the present invention, an adhesive layer 7, It is an optical laminate including the optical film 40, the pressure-sensitive adhesive layer 7a, and the light emitting element 30 (liquid crystal cell, OLED cell).
  • An optical film such as a retardation film, a polarizing film, or a window film may be laminated on the pressure-sensitive adhesive layer surface of the pressure-sensitive adhesive layer-attached optical film of the present invention.
  • the retardation film is an optical film showing optical anisotropy, and for example, polyvinyl alcohol, polycarbonate, polyester, polyarylate, polyimide, polyolefin, polycycloolefin, polystyrene, polysulfone, polyether sulfone, polyvinylidene fluoro,
  • An example is a stretched film obtained by stretching a polymer film composed of a ride / polymethyl methacrylate, acetyl cellulose, a saponified ethylene-vinyl acetate copolymer, polyvinyl chloride and the like by about 1.01 to 6 times.
  • the retardation film includes a zero retardation film, and also includes a film referred to as a uniaxial retardation film, a low photoelastic modulus retardation film, a wide viewing angle retardation film, or the like.
  • a film referred to as a temperature compensation type retardation film a film referred to as a temperature-compensated retardation film, a film in which optical anisotropy is expressed by application and orientation of a liquid crystal compound, and a film in which optical anisotropy is expressed by application of an inorganic layered compound.
  • “NH film” (trade name; film in which rod-like liquid crystals are inclined and aligned) sold by Nippon Mining & Energy Co., Ltd.
  • WV film sold by Fujifilm Co., Ltd.
  • VAC film (trade name; film of perfect biaxial orientation type) sold by Sumitomo Chemical Co., Ltd., "new VAC film” sold by Sumitomo Chemical Co., Ltd. Trade name; biaxially oriented film) and the like.
  • the zero retardation film is an optically isotropic film in which both the front retardation R e and the retardation R th in the thickness direction are -15 to 15 nm.
  • resin films made of cellulose resins, polyolefin resins (chain polyolefin resins, polycycloolefin resins, etc.) or polyethylene terephthalate resins can be mentioned. Cellulose-based resins or polyolefin-based resins are preferred in that they are easy.
  • the zero retardation film can also be used as a protective film.
  • Z-TAC As the zero retardation film, “Z-TAC” (trade name) sold by Fuji Film Co., Ltd., “Zero Tack (registered trademark)” sold by Konica Minolta Opto Co., Ltd., Nippon Zeon Co., Ltd. And “ZF-14” (trade name) sold by
  • the retardation film is preferably a retardation film obtained by curing a polymerizable liquid crystal compound.
  • the first form retardation film in which a rod-like liquid crystal compound is oriented in the horizontal direction with respect to a supporting substrate
  • second form rod-like Retardation film in which a liquid crystal compound is oriented in a direction perpendicular to a supporting substrate
  • Third embodiment Retardation film in which a rod-like liquid crystal compound has a helical orientation in the plane
  • fourth embodiment The retardation film in which the discotic liquid crystal compound is obliquely oriented
  • the fifth form a biaxial retardation film in which the discotic liquid crystal compound is oriented in the direction perpendicular to the supporting substrate.
  • the 1st form, the 2nd form, and the 5th form are used suitably. Or these may be laminated and used.
  • the retardation film When the retardation film is a layer composed of a polymer in the alignment state of the polymerizable liquid crystal compound (hereinafter sometimes referred to as "optically anisotropic layer"), the retardation film has reverse wavelength dispersion.
  • Reverse wavelength dispersion is an optical characteristic in which the in-plane retardation value at the short wavelength is smaller than the in-plane retardation value at the long wavelength, and preferably the retardation film has the following formula It is to satisfy (7) and equation (8).
  • Re ( ⁇ ) represents an in-plane retardation value for light of wavelength ⁇ nm.
  • the retardation film when the retardation film is in the first form and has reverse wavelength dispersion, it is preferable because the coloration at the time of black display in the display device is reduced, and 0.82 ⁇ in the formula (7). It is more preferable if Re (450) / Re (550) ⁇ 0.93. Furthermore, 120 ⁇ Re (550) ⁇ 150 is preferable.
  • Examples of the method for producing a retardation film from a polymer in the alignment state of the polymerizable liquid crystal compound include the method described in JP-A-2010-31223.
  • the front retardation value Re (550) may be adjusted in the range of 0 to 10 nm, preferably in the range of 0 to 5 nm, and the retardation value R th in the thickness direction is -10 to- It may be adjusted in the range of 300 nm, preferably in the range of -20 to -200 nm.
  • the retardation value R th in the thickness direction which means the refractive index anisotropy in the thickness direction, is an in-plane retardation difference from the retardation value R 50 measured by tilting 50 degrees with the in-plane fast axis as the tilt axis. It can be calculated from the value R 0 .
  • the phase difference value R th in the thickness direction retardation value R 0 in the plane retardation value R 50 measured by inclining 50 degrees inclination axis fast axis, thickness of the retardation film d, and positions the average refractive index n 0 of the retardation film obtains the n x, n y and n z by the following equation (10) to (12), these are substituted into equation (9) can be calculated.
  • R th [(n x + n y ) / 2-n z ] ⁇ d (9)
  • R 0 (n x -n y ) ⁇ d (10)
  • n y ' n y ⁇ n z / [ ny 2 ⁇ sin 2 ( ⁇ ) + n z 2 ⁇ cos 2 ( ⁇ )] 1/2
  • the retardation film may be a multilayer film having two or more layers.
  • stacked via the adhesive or the adhesive agent are mentioned.
  • the optical film 40 is a multilayer film in which two or more retardation films are laminated, as a configuration of an optical laminate including the optical film of the present invention, as shown in FIG.
  • a configuration including the laminated optical film 40 can be mentioned.
  • stacked the quarter wavelength phase difference layer 50a and the positive C layer 80 through the adhesive bond layer or the adhesive layer is also mentioned.
  • the first wavelength retardation layer 50 for giving a phase difference of 1 ⁇ 4 wavelength shown in FIG. 4 and the half wavelength retardation layer 70 for giving a phase difference of 1 ⁇ 2 wavelength to transmitted light The optical film of the fifth aspect may be used. In the case of the configuration of FIG. 4, it is more preferable that at least one is the fifth form.
  • the 1 ⁇ 4 wavelength retardation layer 50 a is preferably the optical film of the first embodiment, and more preferably satisfies the expressions (7) and (8).
  • a polarizing film is a film which has the property of absorbing linearly polarized light having a vibration plane parallel to its absorption axis and transmitting linearly polarized light having a vibration plane orthogonal to the absorption axis (parallel to the transmission axis), for example, polyvinyl A film in which a dichroic dye is adsorbed and oriented to an alcohol-based resin film can be used.
  • dichroic dyes include iodine and dichroic organic dyes.
  • the polyvinyl alcohol-based resin can be formed into a film by a known method.
  • the thickness of the raw film is usually 1 to 150 ⁇ m, and preferably 10 ⁇ m or more in consideration of the ease of stretching and the like.
  • the polarizing film may be, for example, uniaxially stretching a raw film, dyeing the film with a dichroic dye and adsorbing the dichroic dye, treating the film with an aqueous solution of boric acid, The film is subjected to a step of washing with water, and finally dried and manufactured.
  • the thickness of the polarizing film is usually 1 to 30 ⁇ m, preferably 20 ⁇ m or less, more preferably 15 ⁇ m or less, particularly 10 ⁇ m or less from the viewpoint of thinning.
  • a polarizing film obtained by adsorbing and orienting a dichroic dye to a polyvinyl alcohol-based resin film uses a single film of a polyvinyl alcohol-based resin film as a raw film, and uniaxial stretching and dyeing of the dichroic dye on this film
  • a base film having a polyvinyl alcohol-based resin layer by applying a coating solution (such as an aqueous solution) containing a polyvinyl alcohol-based resin to a base film and drying it, in addition to the method of treating (the method (1)) After uniaxial stretching for each base film, subjecting the stretched polyvinyl alcohol-based resin layer to a dyeing treatment of a dichroic dye, and then peeling and removing the base film (method (2 ) Can also be obtained.
  • a film made of a thermoplastic resin can be used, and preferably, polyester resins such as polyethylene terephthalate, polycarbonate resins, cellulose resins such as triacetyl cellulose, cyclic polyolefin resins such as norbornene resin It is a film made of a resin, a polystyrene resin, or the like.
  • the thin film polarizing film can be easily produced, and for example, the polarizing film 2 having a thickness of 7 ⁇ m or less can be easily produced.
  • the adhesive a known adhesive may be used, which may be a water-based adhesive or an active energy ray-curable adhesive.
  • a conventional water-based adhesive for example, an adhesive comprising a polyvinyl alcohol-based resin aqueous solution, a water-based two-component urethane-based emulsion adhesive, an aldehyde compound, an epoxy compound, a melamine compound, a methylol compound, an isocyanate compound, Amine compounds, crosslinking agents such as polyvalent metal salts, etc.
  • the water-based adhesive which consists of polyvinyl alcohol-type resin aqueous solution can be used suitably.
  • a water-based adhesive when using a water-based adhesive, after bonding a polarizing film and a protective film, it is preferable to implement the process to dry in order to remove the water contained in a water-based adhesive. After the drying step, there may be provided a curing step of curing at a temperature of about 20 to 45 ° C., for example.
  • the above-mentioned active energy ray-curable adhesive means an adhesive which is cured by irradiation with active energy rays such as ultraviolet rays and electron beams, and for example, a curable composition containing a polymerizable compound and a photopolymerization initiator, light
  • a curable composition containing a reactive resin, a curable composition containing a binder resin and a photoreactive crosslinking agent, and the like can be mentioned, with preference given to a UV curable adhesive.
  • an active energy ray-curable adhesive When using an active energy ray-curable adhesive, after bonding a polarizing film and a protective film, a drying process is performed if necessary, and then an active energy ray-curable adhesive is obtained by irradiating an active energy ray. A curing step to cure is performed.
  • the light source of the active energy ray is not particularly limited, ultraviolet light having a light emission distribution at a wavelength of 400 nm or less is preferable.
  • the method etc. of surface-activating processes such as a saponification process, a corona treatment, a plasma treatment, etc. are mentioned to these bonding surface of at least any one of these.
  • the adhesive for bonding these resin films may be either the same type of adhesive or different types of adhesives.
  • a preferable configuration of the polarizing plate is a polarizing plate in which a protective film is laminated on at least one surface of a polarizing film via an adhesive layer.
  • stacked on the visual recognition side is a protective film which consists of triacetyl-cellulose-type resin or cycloolefin type resin.
  • the protective film may be an unstretched film, or may be stretched in any direction and have a retardation.
  • a surface treatment layer such as a hard coat layer or an antiglare layer may be provided on the surface of the protective film laminated on the viewing side.
  • the protective film on the panel side is a protective film or a retardation film made of a triacetyl cellulose resin, a cycloolefin resin or an acrylic resin.
  • the retardation film may be a zero retardation film described later.
  • Another layer or film may be further laminated between the polarizing plate and the panel.
  • a retardation layer having a 1 ⁇ 4 wavelength retardation layer and a 1 ⁇ 2 wavelength retardation layer, and a 1 ⁇ 4 wavelength layer of reverse wavelength dispersion described later are laminated. Is preferred.
  • the retardation layer is preferably a liquid crystal retardation film from the viewpoint of thinning.
  • a condensing film is used for the purpose of light path control etc., and can be a prism array sheet, a lens array sheet, a dot attachment sheet, or the like.
  • the brightness enhancement film is used for the purpose of improving the brightness in a liquid crystal display device to which a polarizing plate is applied.
  • a reflection type polarization separation sheet designed to have anisotropy in reflectance by laminating a plurality of thin film films having mutually different anisotropy of refractive index, an alignment film of cholesteric liquid crystal polymer and its alignment
  • the circularly polarized light separation sheet etc. which supported the liquid crystal layer on the base film are mentioned.
  • the window film means a front plate in a flexible display such as a flexible display, and is generally disposed on the outermost surface of the display.
  • the window film is, for example, a resin film made of a polyimide resin.
  • the window film may be a hybrid film of an organic material and an inorganic material, such as a resin film containing, for example, polyimide and silica.
  • a hard coat layer may be disposed on the surface of the window film to impart surface hardness, stain resistance, and fingerprint resistance.
  • the film etc. of Unexamined-Japanese-Patent No. 2017-94488 are mentioned.
  • the optical film of the present invention may be used as a protective film of a polarizing plate.
  • the protective film is laminated on one side or both sides of the polarizing film via the adhesive layer.
  • the optical film of the present invention may be used as the protective film on one side of the polarizer, or the optical film of the present invention is used as the protective film on both sides.
  • a polarizing plate using the optical film of the present invention as a protective film of the polarizing plate may be laminated with another optical film through an adhesive layer or a pressure-sensitive adhesive layer, and an example of the laminate is shown in FIG. And shown in FIG.
  • the adhesive layer 5 is a layer formed of a known adhesive.
  • the known adhesive may be a water-based adhesive or an active energy ray-curable adhesive.
  • the pressure-sensitive adhesive layer 6 may be a layer formed of the above-described pressure-sensitive adhesive or may be a layer formed of another known pressure-sensitive adhesive.
  • the protective film 4 may be a known thermoplastic resin film.
  • the protective film 4 may be the optical film of the present invention.
  • the optical film of the present invention can be suitably used for a liquid crystal display device.
  • acetonitrile is removed using a vacuum evaporator and purified by column chromatography (silica gel) to purify the effluent containing the photoselective absorptive compound (1) represented by the formula (aa1).
  • the solvent was removed using to give yellow crystals.
  • the crystals were dried at 60 ° C. under reduced pressure to obtain 4.6 g of a photoselective absorptive compound (1) as a yellow powder.
  • the yield was 50%
  • ⁇ Gram absorption coefficient ⁇ measurement> In order to measure the gram absorption coefficient of the obtained photoselective absorptive compound (1), the photoselective absorptive compound (1) was dissolved in 2-butanone. The resulting solution (concentration: 0.007 g / L) is placed in a 1 cm quartz cell, and the quartz cell is set in a spectrophotometer UV-2450 (manufactured by Shimadzu Corporation), and 1 nm steps 300 to 800 nm by double beam method. Absorbance was measured in the wavelength range of From the obtained absorbance value, the concentration of the light absorbing compound in the solution, and the optical path length of the quartz cell, the gram absorption coefficient for each wavelength was calculated using the following equation.
  • ⁇ ( ⁇ ) A ( ⁇ ) / CL
  • ⁇ ( ⁇ ) represents the gram absorption coefficient L / (g ⁇ cm) of the compound at the wavelength ⁇ nm
  • a ( ⁇ ) represents the absorbance at the wavelength ⁇ nm
  • C represents the concentration g / L
  • L is It represents the optical path length cm of the quartz cell.
  • the light selective absorption compound (1) gram absorbance coefficient has a value of ⁇ (405) of 47 L / (g ⁇ cm) and a value of ⁇ (440) of less than 0.1 L / (g ⁇ cm), The value of ⁇ (405) / ⁇ (440) was 80 or more.
  • Synthesis Example 2 Synthesis of Photoselective Absorption Compound (1) 10 g of a compound represented by the formula (aa) prepared by referring to JP-A-2014-194508 in a nitrogen atmosphere in a 200 mL four-necked flask provided with a Dimroth condenser and a thermometer, acetic anhydride (Wako Pure Chemical Industries, Ltd. 3.6 g of the product, Inc., 10 g of 2-butyloctyl cyanoacetate (manufactured by Tokyo Chemical Industry Co., Ltd.), and 60 g of acetonitrile (manufactured by Wako Pure Chemical Industries, Ltd.) were charged, and stirred with a magnetic stirrer.
  • acetic anhydride (Wako Pure Chemical Industries, Ltd. 3.6 g of the product, Inc.
  • 10 g of 2-butyloctyl cyanoacetate manufactured by Tokyo Chemical Industry Co., Ltd.
  • 60 g of acetonitrile manufactured by Wa
  • the value of ⁇ (405) of the compound represented by formula (aa4) is 45 L / (g ⁇ cm), and the value of ⁇ (420) is 2.1 L / (G ⁇ cm).
  • Example 1 Preparation of Optical Film (1) Cellulose triacetate (Acetyl substitution degree: 2.87; Fuji Film Wako Pure Chemical Industries, Ltd., trade name “cellulose triacetate”), and a light selective absorption compound (1) (cellulose)
  • a cellulose acylate solution (solid content concentration: 10% by mass) consisting of 3 parts by mass per 100 parts by mass of triacetate and a solvent (mixture of methylene chloride and ethanol, mass ratio 87: 13) is charged into a mixing tank The components were dissolved by stirring.
  • the obtained lysate was uniformly cast on a glass support using an applicator, dried in an oven at 40 ° C. for 10 minutes, and further dried in an oven at 80 ° C. for 10 minutes.
  • the optical film (1) was peeled off from the glass support to obtain an optical film (1) having a light selective absorptivity.
  • the thickness of the dried optical film (1) was 30 ⁇ m.
  • the obtained optical film (1) was cut into a size of 5 mm ⁇ 30 mm.
  • a dynamic viscoelasticity measuring device “DVA-220” manufactured by IT Measurement & Control Co., Ltd. the long side of the cut light selective absorption layer (A-1) is in the tensile direction
  • the storage elastic modulus E 'at a temperature of 23.degree. C. to 200.degree. C. was determined by holding at an interval of 2 cm, setting the frequency of tension and contraction to 10 Hz, and the temperature rising rate to 10.degree. C./min.
  • the storage elastic modulus E ′ at 23 ° C. was 4100 MPa.
  • Example 2 Preparation of Optical Film (2) Cellulose triacetate (Acetyl substitution degree: 2.87; Fuji Film Wako Pure Chemical Industries, Ltd., trade name "cellulose triacetate"), and a light selective absorption compound (2) (cellulose A cellulose acylate solution (solid content concentration: 5% by mass) consisting of 2 parts by mass per 100 parts by mass of triacetate and a solvent (mixture of methylene chloride and ethanol, mass ratio 90:10) is charged into a mixing tank The components were dissolved by stirring. The obtained lysate was uniformly cast on a glass support using an applicator, dried in an oven at 40 ° C. for 10 minutes, and further dried in an oven at 80 ° C. for 10 minutes.
  • the optical film (2) was peeled off from the glass support to obtain an optical film (2) having a light selective absorptivity.
  • the thickness of the dried optical film (2) was 20 ⁇ m.
  • storage elastic modulus E 'in 23 degreeC was 3800 Mpa.
  • the measurement of a weight average molecular weight and a number average molecular weight uses four "TSK gel XL (made by Tosoh Corp.)" as a column in a GPC apparatus, and "Shodex GPC KF-802 (made by Showa Denko KK)" 1 piece, 5 pieces in total are connected in series, and using tetrahydrofuran as an eluent, the sample concentration is 5 mg / mL, the sample introduction amount is 100 ⁇ L, the temperature is 40 ° C, and the flow rate is 1 mL / min. Calculated by
  • crosslinking agent Ethyl acetate solution (75% solid concentration) of trimethylolpropane adduct of tolylene diisocyanate, trade name "Corronate L” obtained from Tosoh Corporation.
  • Silane compound 3-glycidoxypropyltrimethoxysilane, trade name "KBM403” obtained from Shin-Etsu Chemical Co., Ltd.
  • Production Example 2 The release treated surface of a separate film (trade name "PLR-382190” obtained from Lintec Co., Ltd.) consisting of a polyethylene terephthalate film subjected to release treatment, the pressure-sensitive adhesive composition (1) prepared in Production Example 1 The mixture was applied using an applicator so that the thickness after drying was 20 ⁇ m, and dried at 100 ° C. for 1 minute to prepare a pressure-sensitive adhesive layer (1).
  • a separate film trade name "PLR-382190” obtained from Lintec Co., Ltd.
  • the pressure-sensitive adhesive composition (2) prepared above was applied to the release-treated surface of a separate film (trade name “PLR-382190” obtained from Lintec Co., Ltd.) made of a polyethylene terephthalate film subjected to release treatment. It applied so that the thickness after drying might be set to 20 micrometers using an applicator, and it dried at 100 degreeC for 1 minute, and produced the adhesive layer (2).
  • a separate film trade name “PLR-382190” obtained from Lintec Co., Ltd.
  • Example 3 After corona discharge treatment is applied to one side of the optical film (1) obtained in Example 1, the acrylic pressure-sensitive adhesive produced in Production Example 1 is bonded by a laminator, and the conditions of temperature 23 ° C. and relative humidity 65% It was aged for 7 days to obtain an adhesive-coated optical film. Subsequently, the pressure-sensitive adhesive-attached optical film was cut into a size of 30 mm ⁇ 30 mm, and was bonded to non-alkali glass (trade name “EAGLE XG” manufactured by Corning Co., Ltd.) to prepare a sample.
  • non-alkali glass trade name “EAGLE XG” manufactured by Corning Co., Ltd.
  • Example 4 The optical film (2) was evaluated in the same manner as in Example 3 except that the optical film was replaced with the optical film (2) obtained in Example 2. The results are shown in Table 1.
  • Example 3 Comparative Example 1 Example 3 was repeated except that one surface of a 40 ⁇ m thick triacetyl cellulose film (trade name "KC4CW” obtained from Konica) was subjected to corona discharge treatment, and then the pressure-sensitive adhesive layer (2) was laminated by a laminator. Evaluation was performed in the same manner.
  • KC4CW triacetyl cellulose film
  • Example 2 A corona discharge treatment was applied to one side of a 40 ⁇ m thick triacetyl cellulose film (trade name "KC4CW” obtained from Konica), and then Example 3 and Example 3 were repeated except that the pressure-sensitive adhesive layer (3) was laminated by a laminator. Evaluation was performed in the same manner.
  • KC4CW triacetyl cellulose film
  • the optical film of the present invention has a good light absorption capacity (A (405)) in the vicinity of a wavelength of 405 nm of 2.0 or more. Therefore, when the optical film of the present invention is laminated on a retardation film or an organic EL element, the optical film of the present invention can block visible light of a short wavelength near 405 nm with respect to the retardation film or the organic EL element. Have a function of suppressing deterioration of a retardation film or an organic EL element from visible light of Furthermore, the optical film of the present invention has a good light absorbing function near a wavelength of 405 nm even after a weathering test, and has a good weathering resistance (durability). In addition, the optical film of the present invention has a low light absorption performance near a wavelength of 440 nm, and can provide a good color expression without inhibiting the light emission of the liquid crystal display device.
  • a (405) light absorption capacity
  • the optical film of the present invention is suitably used in liquid crystal panels and liquid crystal displays.

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Abstract

Afin de fournir un film optique ayant une bonne fonction de suppression de détérioration permettant de supprimer la détérioration d'un film à différence de phase ou d'un élément électroluminescent EL organique due à une lumière visible de courte longueur d'onde, ce film optique est constitué d'une composition de résine contenant une résine (A) et d'un composé d'absorption de lumière sélectif (B), caractérisé en ce que la résine (A) est au moins un type de résine choisi dans le groupe constitué par une résine cellulosique, une résine (méth)acrylique, une résine polyester, une résine polyamide, une résine polyimide et une résine cyclooléfine, et répond à la formule (1) ci-dessous. (1) A(405) ≥ 0,5 [dans la formule (1), A (405) représente l'absorbance à la longueur d'onde 405 nm.]
PCT/JP2018/023583 2017-06-27 2018-06-21 Film optique WO2019004042A1 (fr)

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WO2020175394A1 (fr) * 2019-02-28 2020-09-03 住友化学株式会社 Couche optique et stratifié comprenant ladite couche optique
WO2021172179A1 (fr) * 2020-02-28 2021-09-02 コニカミノルタ株式会社 Film optique, plaque de polarisation et dispositif d'affichage d'images à électroluminescence organique

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JP7397683B2 (ja) * 2019-01-25 2023-12-13 住友化学株式会社 有機elディスプレイ用積層体およびそれに用いる円偏光板
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