WO2019004047A1 - Composition d'adhésif, et film avec couche d'adhésif - Google Patents

Composition d'adhésif, et film avec couche d'adhésif Download PDF

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Publication number
WO2019004047A1
WO2019004047A1 PCT/JP2018/023588 JP2018023588W WO2019004047A1 WO 2019004047 A1 WO2019004047 A1 WO 2019004047A1 JP 2018023588 W JP2018023588 W JP 2018023588W WO 2019004047 A1 WO2019004047 A1 WO 2019004047A1
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film
meth
sensitive adhesive
pressure
group
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PCT/JP2018/023588
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English (en)
Japanese (ja)
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昭一 小澤
国見　信孝
悠司 淺津
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住友化学株式会社
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Priority to KR1020207002097A priority Critical patent/KR20200027955A/ko
Priority to CN201880042802.5A priority patent/CN110832048A/zh
Publication of WO2019004047A1 publication Critical patent/WO2019004047A1/fr

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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
    • C09J133/04—Homopolymers or copolymers of esters
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/18—Layered products comprising a layer of synthetic resin characterised by the use of special additives
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/18—Layered products comprising a layer of synthetic resin characterised by the use of special additives
    • B32B27/26—Layered products comprising a layer of synthetic resin characterised by the use of special additives using curing agents
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/30—Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/02—Non-macromolecular additives
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/02—Non-macromolecular additives
    • C09J11/06—Non-macromolecular additives organic
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J201/00—Adhesives based on unspecified macromolecular compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/10—Adhesives in the form of films or foils without carriers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
    • C09J7/38—Pressure-sensitive adhesives [PSA]
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2203/00—Applications of adhesives in processes or use of adhesives in the form of films or foils
    • C09J2203/318—Applications of adhesives in processes or use of adhesives in the form of films or foils for the production of liquid crystal displays
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2301/00—Additional features of adhesives in the form of films or foils
    • C09J2301/30—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
    • C09J2301/312—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier parameters being the characterizing feature

Definitions

  • the present invention relates to a pressure-sensitive adhesive composition and a film with a pressure-sensitive adhesive layer using the same.
  • Patent Document 1 describes that an ultraviolet absorber is added to a protective film of a polarizing plate.
  • the organic EL compound and the liquid crystal compound are not only ultraviolet light, but also deterioration due to visible light having a short wavelength around 405 nm. Furthermore, in recent years, in display devices such as liquid crystal displays, there is a problem of fatigue and visual acuity reduction when viewing a display for a long time, and it is required to cut short wavelength visible light (blue light cut) as a countermeasure. .
  • the present invention when used in a display device, has a good blue light cut function, and a film with a pressure-sensitive adhesive layer capable of suppressing deterioration of an optical film due to visible light of short light wavelength, and the pressure-sensitive adhesive
  • An object of the present invention is to provide a pressure-sensitive adhesive composition capable of forming a layered film.
  • a pressure-sensitive adhesive composition comprising at least one light absorbing compound (a) satisfying the following formula (1), and at least one light absorbing compound (b) satisfying the following formula (2) .
  • ⁇ (405) 20 20 (1)
  • ⁇ (405) represents a gram absorption coefficient of the compound at a wavelength of 405 nm
  • ⁇ (440) represents a gram absorption coefficient of the compound at a wavelength of 440 nm
  • ⁇ (420) represents a gram absorption coefficient of the compound at a wavelength of 420 nm.
  • the unit of gram extinction coefficient is defined as L / (g ⁇ cm).
  • the difference between the maximum value of the maximum absorption wavelength of the light absorbing compound (a) and the maximum value of the maximum absorption wavelength of the light absorbing compound (b) is usually 3 nm or more [1] to [3]
  • the total content of the light absorbing compound (a) and the light absorbing compound (b) is 0.01 to 20 parts by mass with respect to 100 parts by mass of the (meth) acrylic resin
  • a display device comprising the optical laminate according to any one of [8] to [14].
  • a film with a pressure-sensitive adhesive layer which has a good blue-cut function and can suppress deterioration of an optical film due to visible light of a short wavelength.
  • the present invention provides a pressure-sensitive adhesive capable of forming a film with the pressure-sensitive adhesive layer.
  • the pressure-sensitive adhesive composition of the present invention contains one or more light absorbing compounds (a) satisfying the following formula (1), and one or more light absorbing compounds (b) satisfying the following formula (2) .
  • ⁇ (405) 20 20 (1) ⁇ (420) 5 5 (2)
  • ⁇ (405) represents the gram absorption coefficient of the compound at a wavelength of 405 nm
  • ⁇ (420) represents the gram absorption coefficient of the compound at a wavelength of 420 nm
  • the unit of the gram absorption coefficient is L / (g ⁇ cm) Define. ]
  • the pressure-sensitive adhesive composition has a value of ⁇ (405) of less than 20 L / (g ⁇ cm) in order to exhibit the function of suppressing 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 light absorbing compound (a) is increased. When the content of the light absorbing compound (a) in the pressure-sensitive adhesive composition is increased, the light absorbing compound (a) may be bled out or dispersed unevenly, and the light absorbing function may be insufficient. .
  • the value of ⁇ (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.
  • the gram absorbance coefficient can be measured by the method described in the examples.
  • ⁇ (420) The larger the value of ⁇ (420), the easier it is to absorb light with a wavelength of 420 nm.
  • ⁇ (420) is less than 5, the content of the light absorbing compound (b) in the pressure-sensitive adhesive composition is increased.
  • the light absorbing compound (b) may be bled out or dispersed unevenly, and the light absorbing function may be insufficient. .
  • ⁇ (420) is preferably 5 L / (g ⁇ cm) or more, more preferably 10 L / (g ⁇ cm) or more, still more preferably 20 L / (g ⁇ cm) or more Preferably, it is usually 500 L / (g ⁇ cm) or less.
  • the light absorbing compound (a) is preferably a compound further satisfying the formula (3).
  • ⁇ (405) / ⁇ (440) ⁇ 20 (3) [Wherein, ⁇ (405) and ⁇ (440) represent the same meaning as described above. ]
  • 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 light absorbing compound (b) is preferably a compound further satisfying the formula (4).
  • ⁇ (420) / ⁇ (440) ⁇ 4 (4) [Wherein, the gram absorption coefficient of the compound at a wavelength of 440 nm is expressed, and ⁇ (440) represents the gram absorption coefficient of the compound at a wavelength of 440 nm. ]
  • the compound having a larger value of ⁇ (420) / ⁇ (440) absorbs light in the vicinity of 420 nm without inhibiting the color expression of the display device, and suppresses the light deterioration of the display device such as a retardation film or an organic EL element can do. Therefore, the value of ⁇ (420) / ⁇ (440) is preferably 4 or more, more preferably 6 or more, still more preferably 10 or more, and particularly preferably 20 or more.
  • the difference between the maximum value of the maximum absorption wavelength of the light absorbing compound (a) and the maximum value of the maximum absorption wavelength of the light absorbing compound (b) is usually 3 nm or more, preferably 4 nm or more, and more preferably Is 5 nm or more, and usually 100 nm or less.
  • the light absorbing compound which satisfies at least one of the above formulas (1) and (2) is preferably a compound having a merocyanine structure in the molecule.
  • the compound having a merocyanine structure in the molecule is more preferably a compound represented by Formula (I) (hereinafter sometimes referred to as Compound (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- , -SO 2- , -CO-, -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 may be substituted by -NR 1B- , -O- or -S-.
  • 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 be linked to 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 4 may be linked to each other to form a ring structure
  • R 3 and R 6 are linked to each other to form a ring
  • R 6 and R 7 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 benzyl group and phenylethyl group, and —CH 2 — contained in the aralkyl group is —SO 2 — or —CO— Examples of those substituted by include 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 Group A above.
  • 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.
  • 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 12 carbon atoms represented by R 1A and R 1B include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, a 2-cyanopropyl group, an n-butyl group and a tert-butyl group, A sec-butyl group, n-pentyl group, n-hexyl group and the like can be mentioned.
  • 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 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 -, - CSS -, - COS -, - 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.
  • 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 .
  • Examples of the alkyl group having 1 to 6 carbon atoms represented by R 12 and R 13 include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, a 2-cyanopropyl group, an n-butyl group and a tert-butyl group, A sec-butyl group, n-pentyl group, n-hexyl group and the like can be mentioned.
  • 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 examples thereof include a 4- to 8-membered nitrogen-containing ring Heterocycles can be mentioned.
  • 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.
  • the light absorbing compound (a) is preferably a compound (I) in which R 2 and R 3 are linked to each other to form a ring structure.
  • Examples of the compound (I) in which R 2 and R 3 are linked to each other to form a ring structure include compounds represented by formula (IA).
  • the light absorbing compound (b) is a compound (I) in which R 2 and R 4 are linked to each other to form a ring structure, and a compound in which R 6 and R 7 are linked to each other to form a ring structure It is preferable that it is I).
  • Examples of the compound (I) in which R 2 and R 4 are linked to each other to form a ring structure include compounds represented by formula (IB).
  • 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 (IC) and the like.
  • IC formula
  • R 1 , R 3 , R 4 , R 5 , R 6 and R 7 each have the same meaning as described above.
  • Rings W 1 and W 2 represent a nitrogen-containing ring.
  • Ring W 3 represents a cyclic compound.
  • the rings W 1 and W 2 represent nitrogen-containing rings containing a nitrogen atom as a constituent unit of the ring.
  • the rings W 1 and W 2 may be monocyclic or polycyclic, and may contain a heteroatom other than nitrogen (eg, oxygen atom, sulfur atom) as a constituent unit of the ring .
  • the rings W 1 and W 2 are preferably each independently a 5- to 9-membered ring.
  • the ring W 3 may contain a hetero atom such as a nitrogen atom, an oxygen atom or a sulfur atom as a constituent unit of the ring.
  • the rings W 1 and W 3 are preferably 5- to 9-membered rings.
  • the compound (I) represented by the formula (IA) is preferably a compound represented by the formula (IA-1).
  • R 1 , R 4 , R 5 , X 1 and X 2 each represent the same meaning as described above.
  • a 1 represents —CH 2 —, —O—, —S—, —NR 1 C — or NN— .
  • R 1C represents a hydrogen atom or an alkyl group having 1 to 12 carbon atoms.
  • Each of R 14 and R 15 independently represents a hydrogen atom or an alkyl group having 1 to 12 carbon atoms.
  • Examples of the alkyl group having 1 to 12 carbon atoms represented by R 1C , R 14 and R 15 include the same ones as the alkyl group having 1 to 12 carbon atoms represented by R 1A and R 1B .
  • 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 , X 1 and X 2 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.
  • Examples of the alkyl group having 1 to 12 carbon atoms represented by R 16 include the same ones as the alkyl group having 1 to 12 carbon atoms represented by 1A and R 1B .
  • Examples of the aryl group represented by R 16 include aryl groups having 6 to 15 carbon atoms such as phenyl group, naphthyl group and anthracenyl 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.
  • the compound represented by the formula (IC) is preferably a compound represented by the formula (IC-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 May be m, p and q each independently represent an integer of 0 to 3.
  • Examples of the compound (I) include the compounds described below.
  • fills the said Formula (1) can be suitably selected from a compound (I) as a light selective absorption compound (a).
  • fills the said Formula (2) can be suitably selected from a compound (I) as a light selective absorption compound (b).
  • the total content of the light absorbing compound (a) and the light absorbing compound (b) is usually 0.01 to 15% by mass, preferably 0.05 to 10% by mass, in 100% by mass of the pressure-sensitive adhesive composition. And more preferably 0.1 to 5% by mass.
  • the mass ratio of the photoselective absorption compound (a) to the photoselective absorption compound (b) is usually 0.01 to 20, preferably 0 It is .05-10.
  • the pressure-sensitive adhesive constituting the pressure-sensitive adhesive layer for example, a pressure-sensitive adhesive having a base polymer of acrylic, rubber, urethane, silicone, polyvinyl ether or the like can be used.
  • the pressure-sensitive adhesive layer constituting the optical film of the present invention is preferably formed of a pressure-sensitive adhesive composition containing a (meth) acrylic resin as a base polymer.
  • the pressure-sensitive adhesive composition of the present invention preferably further contains a resin, a crosslinking agent and a silane compound, and more preferably further contains an antistatic agent.
  • the (meth) acrylic resin is preferably a polymer as a main component (preferably containing 50% by mass or more) of a constituent unit derived from (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). This 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) are ethyl acrylate, n- and i-propyl acrylate, n- and i-butyl acrylate, n-pentyl acrylate, n- and i-acrylate 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 etc (Alkyl) alkyl group having 2 to 12 carbon atoms or so.
  • 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.
  • monomers having a hydroxy group or a carboxyl group are preferable in terms of the reactivity between the (meth) acrylate polymer and the crosslinking agent, and both monomers having a hydroxy group and a carboxyl group are preferable. It is more preferable to include.
  • 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 in the (meth) acrylic acid ester polymer is preferably 20 parts by mass with respect to 100 parts by mass of the total structural units of the (meth) acrylic acid ester polymer. It is the mass part or less, more preferably 0.5 to 15 parts by mass, further preferably 0.5 to 10 parts by mass, and particularly preferably 1 to 7 parts by mass.
  • the content of the structural unit derived from the monomer having an aromatic group in the (meth) acrylic acid ester polymer is preferably 20 parts by mass with respect to 100 parts by mass of the total structural units of the (meth) acrylic acid ester polymer. It is the mass part or less, more preferably 4 parts by mass or more and 20 parts by mass or less, further preferably 4 parts by mass or more and 16 parts by mass or less.
  • 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, and 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, and 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 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, and more preferably 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, etc.
  • 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, with respect to 100 parts by mass of the (meth) acrylic resin (A). Preferably, it is 0.1 to 5 parts by weight.
  • 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 follows, in the form of a combination of monomers.
  • 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
  • -CH2- may be substituted by -O- or -CO-
  • R7 represents an alkyl group having 1 to 5 carbon atoms
  • R8, R9, R10, R11 and R12 each independently represent 1 carbon atom Represents an alkyl group of to 5 or an alkoxy group having 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.
  • Preferred B is a C 1-10 alkanediyl group.
  • R7 represents an alkyl group having 1 to 5 carbon atoms such as methyl, ethyl, propyl, isopropyl, butyl, s-butyl, t-butyl and pentyl
  • R8, R9, R10, R11 and R12 each independently represents an alkyl group having 1 to 5 carbon atoms as exemplified for the aforementioned R7, or a methoxy group, an ethoxy group, a propoxy group, an i-propoxy group, a butoxy group, an s-butoxy group, a t-butoxy group, etc. It shows a C1-C5 alkoxy group.
  • Desirable R8, R9, R10, R11 and R12 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.
  • the present invention includes a pressure-sensitive adhesive layer comprising the pressure-sensitive adhesive composition.
  • the pressure-sensitive adhesive layer is prepared, for example, by dissolving or dispersing the pressure-sensitive adhesive composition in a solvent to obtain a solvent-containing pressure-sensitive adhesive composition, and then applying and drying it on the surface of an optical film or a release film. It can be formed.
  • the present invention also encompasses an optical laminate including a resin film and the pressure-sensitive adhesive layer laminated on at least one surface of the resin film.
  • FIG. 1 to 4 show schematic cross-sectional views showing an example of an optical laminate comprising a pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition of the present invention.
  • the pressure-sensitive adhesive layer-attached resin film 10 illustrated in FIG. 1 is a resin film 2 and an optical film in which the pressure-sensitive adhesive layer 1 is laminated on one side of the optical film.
  • the resin film 2 may be laminated on both sides of the pressure-sensitive adhesive layer 1.
  • the optical laminate 10A described in FIG. 2 is a laminate including a protective film 8, an adhesive layer 7, a polarizing film 9, an adhesive layer 1, and a resin film 2.
  • the optical film 40 is an optical laminate having a multilayer structure.
  • the pressure-sensitive adhesive layer 7a may be a known pressure-sensitive adhesive layer or a pressure-sensitive adhesive layer formed of the pressure-sensitive adhesive of the present invention.
  • the pressure-sensitive adhesive layer-attached resin film 10 shown in FIG. 1 is a resin film 2 and an optical film in which the pressure-sensitive adhesive layer 1 is laminated on one side of the optical film.
  • the resin film 2 may be laminated on both sides of the pressure-sensitive adhesive layer 1.
  • a primer layer may be formed on the bonding surface of the resin film 2 and / or the bonding surface of the pressure-sensitive adhesive layer 1, plasma treatment, corona A surface activation process such as a process may be performed.
  • the pressure-sensitive adhesive layer-attached resin film 10 may include a separate film (release film) 3 laminated on the outer surface of the pressure-sensitive adhesive layer 1.
  • the separate film is usually peeled and removed when the pressure-sensitive adhesive layer 20 is used (for example, when it is laminated on a transparent conductive electrode or a glass substrate).
  • the separate film is, for example, a film formed of various resins such as polyethylene terephthalate, polybutylene terephthalate, polycarbonate, polyarete, etc., on the side on which the pressure-sensitive adhesive layer 1 is formed, is subjected to release treatment such as silicone treatment. Good.
  • each component constituting the pressure-sensitive adhesive composition is dissolved or dispersed in a solvent to form a solvent-containing pressure-sensitive adhesive composition, which is then applied to the surface of the resin film 2 and dried.
  • a solvent-containing pressure-sensitive adhesive composition which is then applied to the surface of the resin film 2 and dried.
  • the pressure-sensitive adhesive layer-carrying optical film 1 is formed by forming the pressure-sensitive adhesive layer 1 on the release-treated surface of the separate film in the same manner as described above, and laminating (transferring) the pressure-sensitive adhesive layer 1 on the surface of the optical film 2. You can also get it.
  • the thickness of the pressure-sensitive adhesive layer is usually 0.1 to 30 ⁇ m, preferably 3 to 30 ⁇ m from the viewpoint of the durability of the optical film with the pressure-sensitive adhesive layer and the reworkability of the optical film with the pressure-sensitive adhesive layer. Is 5 to 25 ⁇ m. Rework property becomes favorable for the thickness of an adhesive layer being below the said upper limit, and durability becomes favorable for it being more than the said lower limit.
  • the storage elastic modulus at 23 ° C. of the pressure-sensitive adhesive layer is usually 100 MPa or more, preferably 300 MPa or more, more preferably 500 MPa or more, and preferably 10000 MPa or less.
  • the storage elastic modulus of the pressure-sensitive adhesive layer can be measured using a commercially available visco-elasticity measuring device, for example, a visco-elasticity measuring device “DYNAMIC ANALYZER RDA II” manufactured by REOMETRIC.
  • the pressure-sensitive adhesive layer preferably satisfies the following formula (4).
  • a (405) 0.5 0.5 (4)
  • a (405) represents the absorbance of the pressure-sensitive adhesive layer 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.
  • the pressure-sensitive adhesive layer preferably further satisfies the following formula (5).
  • a (420) 0.1 0.1 (5) [Wherein, A (420) represents the absorbance of the pressure-sensitive adhesive layer at a wavelength of 420 nm. ] The larger the value of A (420), the higher the absorption at a wavelength of 420 nm. If the value of A (420) is less than 0.1, the absorption at a wavelength of 420 nm is low, and a display device such as an organic EL element in ultraviolet light And deterioration of the retardation film are likely to occur.
  • the value of A (420) is preferably 0.1 or more, more preferably 0.15 or more, and particularly preferably 0.2 or more.
  • the pressure-sensitive adhesive layer preferably further satisfies the following formula (6).
  • a (440) ⁇ 0.1 (6) [In Formula (6), A (440) represents the light absorbency of the adhesive layer 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 pressure-sensitive adhesive layer preferably satisfies at least one of the following formulas (7) and (8).
  • a (420) / A (440) ⁇ 1 (8) [Wherein, A (405) represents the absorbance of the pressure-sensitive adhesive layer at a wavelength of 405 nm, A (440) represents the absorbance of the pressure-sensitive adhesive layer at a wavelength of 440 nm, and A (420) represents the pressure-sensitive adhesive layer at a wavelength of 420 nm Represents the absorbance]
  • 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 value of A (420) / A (440) represents the magnitude of absorption at a wavelength of 420 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 around 420 nm Represent.
  • the value of A (420) / A (440) is preferably 1.5 or more, more preferably 2 or more, and particularly preferably 3 or more.
  • the resin film 2 which comprises the optical laminated body 10 of this invention is an optical film.
  • the optical film means a film having an optical function such as transmitting, reflecting, absorbing light rays.
  • the resin film 2 may have a single layer structure or a multilayer structure.
  • Examples of the optical film having a single layer structure include a polarizer, a retardation film, a brightness enhancement film, an antiglare film, an antireflective film, a diffusion film and a light collection film.
  • Examples of the optical film having a multilayer structure include a polarizing plate, a retardation plate, a laminate of the optical film having a single layer structure described above, and the like.
  • an adhesive layer or an adhesive layer may be interposed.
  • the resin film 2 is preferably a retardation film or a polarizing plate.
  • the retardation film is an optical film showing optical anisotropy, and for example, polyvinyl alcohol resin, polycarbonate resin, polyester resin, polyarylate resin, polyimide resin, olefin resin, cycloolefin resin, Styrene resins, sulfone resins such as polysulfone and polyether sulfone, polyvinylidene fluoride / polymethyl methacrylate, liquid crystal polyester resin, cellulose resins including triacetyl cellulose, ethylene-vinyl acetate copolymer saponified, poly chloride A stretched film obtained by stretching a resin film made of a vinyl resin, an acrylic resin or the like to about 1.01 to 6 times may be mentioned.
  • 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.
  • 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.
  • 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 an optical film showing optical anisotropy, and for example, polyvinyl alcohol resin, polycarbonate resin, polyester resin, polyarylate resin, polyimide resin, olefin resin, cycloolefin resin, Styrene resins, sulfone resins such as polysulfone and polyether sulfone, polyvinylidene fluoride / polymethyl methacrylate, liquid crystal polyester resin, cellulose resins including triacetyl cellulose, ethylene-vinyl acetate copolymer saponified, poly chloride A stretched film obtained by stretching a resin film made of a vinyl resin, an acrylic resin or the like to about 1.01 to 6 times may be mentioned.
  • 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.
  • 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.
  • 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 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.
  • First embodiment a retardation film in which a rod-like liquid crystal compound is oriented horizontally to a supporting substrate
  • Second embodiment a retardation film in which a rod-like liquid crystal compound is oriented in a direction perpendicular to a supporting substrate
  • Third embodiment Retardation film in which the direction of alignment of the rod-like liquid crystal compound is helically changed in the plane
  • Fourth embodiment a retardation film in which a discotic liquid crystal compound is inclined and aligned
  • Fifth embodiment A biaxial retardation film in which a discotic liquid crystal compound is oriented in a direction perpendicular to a support substrate can be mentioned.
  • 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 (9) and the equation (10) are satisfied.
  • 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 (9). 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 (11) to (13), these are substituted into equation (14) can be calculated.
  • R th [(n x + n y ) / 2-n z ] ⁇ d (14)
  • R 0 (n x -n y ) ⁇ d (11)
  • 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.
  • stacked optical film 40 is mentioned.
  • a configuration including a hydrophilic film 40 in which the 1 ⁇ 4 wavelength retardation layer 50 a and the positive C layer 80 are laminated via an adhesive layer or a pressure-sensitive adhesive layer can also be mentioned.
  • the first wavelength retardation layer 50 for giving a phase difference of 1 ⁇ 4 wavelength shown in FIG. 3 and the 1 ⁇ 2 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. 3, it is more preferable that at least one of them is the fifth form.
  • the 1 ⁇ 4 wavelength retardation layer 50 a is preferably the optical film of the first embodiment, and it is more preferable to satisfy the formulas (7) and (8).
  • the polarizing film examples include a film in which a dichroic dye such as iodine or a dichroic dye is adsorbed and oriented on a uniaxially stretched polyvinyl alcohol resin film.
  • the polarizing film can be produced by a known method such as, for example, JP-A-2000-338329 or JP-A-2012-159778. It may be a polarizing plate provided with a protective film via an adhesive on one side or both sides of the polarizing film.
  • the adhesive a known adhesive may be used, which may be a water-based adhesive or an active energy ray-curable adhesive.
  • the protective film is preferably a film formed of a translucent thermoplastic resin.
  • a film made of a polyolefin resin, a cellulose resin, a polyester resin, a (meth) acrylic resin, a mixture thereof, a copolymer or the like is fried.
  • the protective films used may be films made of different thermoplastic resins or may be films made of the same thermoplastic resin.
  • a polarizing film is used in a state in which a protective film is attached to one side or both sides of a polarizer constituting the polarizing plate.
  • an adhesive layer is formed on one side thereof.
  • an elliptically polarizing plate in which a polarizing plate and a retardation film are laminated is often in a state where a protective film is attached to one side or both sides of a polarizer.
  • the pressure-sensitive adhesive layer is usually formed on the retardation film side.
  • a polarizer is a film that 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,
  • a film in which a dichroic dye is adsorbed and oriented to a polyvinyl alcohol-based resin film can be used.
  • dichroic dyes include iodine and dichroic organic dyes.
  • the polyvinyl alcohol resin can be obtained by saponifying a polyvinyl acetate resin.
  • polyvinyl acetate resins include polyvinyl acetate which is a homopolymer of vinyl acetate, a monomer copolymerizable with vinyl acetate (eg, unsaturated carboxylic acid, olefin, vinyl ether, unsaturated sulfonic acid, ammonium group) And copolymers of (meth) acrylamide and the like with vinyl acetate.
  • the degree of saponification of the polyvinyl alcohol resin is usually 85 to 100 mol%, preferably 98 mol% or more.
  • the polyvinyl alcohol-based resin may be modified, for example, polyvinyl formal or polyvinyl acetal modified with aldehydes.
  • the average degree of polymerization of the polyvinyl alcohol-based resin is usually 1000 to 10000, preferably 1500 to 5000.
  • the average degree of polymerization of polyvinyl alcohol-type resin can be calculated
  • the polyvinyl alcohol-type resin into a film is used as a raw film of a polarizer.
  • 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 polarizer may be, for example, uniaxially stretching the 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 polarizer is usually 1 to 30 ⁇ m, preferably 20 ⁇ m or less, more preferably 15 ⁇ m or less, and particularly 10 ⁇ m or less, from the viewpoint of thinning of the pressure-sensitive adhesive layer-attached resin film 1.
  • the protective film is preferably a transparent thermoplastic resin film.
  • a thermoplastic resin film the film which consists of resin, such as cellulose acetate resin, polyolefin resin, (meth) acrylic resin, polyimide resin, polycarbonate resin, polyester resin, is mentioned, for example.
  • a well-known adhesive is used for sticking of a polarizer and a protective film.
  • the adhesive may be a water-based adhesive or an active energy curing adhesive.
  • 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 resin film with an adhesive layer of this invention is a laminated film which contains a polarizing plate, an adhesive layer, and retardation film in this order.
  • An optical laminate including a pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition of the present invention is laminated on a display element such as an organic EL element or a liquid crystal cell to display the display device such as an organic EL display or a liquid crystal display (FPD : Flat panel display) can be used.
  • a display element such as an organic EL element or a liquid crystal cell
  • FPD liquid crystal display
  • GPC gel permeation chromatography
  • TSK gel XL made by Tosoh Co., Ltd.
  • Shodex GPC KF-802 made by Showa Denko Co., Ltd.
  • the sample concentration was 5 mg / mL
  • the sample introduction amount was 100 ⁇ L
  • the temperature was 40 ° C.
  • the flow rate was 1 mL / min.
  • the obtained acrylic resin had a weight-average molecular weight Mw of 1.42 million and a Mw / Mn of 5.2 in terms of polystyrene equivalent by GPC. Let this be an acrylic resin (A).
  • the temperature is maintained at this temperature for 1 hour, then ethyl acetate is continuously added to the reaction vessel at a rate of 17.3 parts / hr while maintaining the internal temperature at 54 to 56 ° C.
  • concentration reached 35%, the addition of ethyl acetate was stopped, and the temperature was kept at this temperature for 12 hours after the start of the addition of ethyl acetate.
  • ethyl acetate was added to adjust the concentration of the acrylic resin to 20% to prepare an ethyl acetate solution of the acrylic resin.
  • the obtained acrylic resin had a weight-average molecular weight Mw of 756,000 and a Mw / Mn of 4.1 in terms of polystyrene equivalent by GPC. Let this be an acrylic resin (B).
  • the adhesive composition was prepared using the acrylic resin manufactured above, and the optical film of the Example and the comparative example was produced using it.
  • the following were used as a crosslinking agent, a silane compound, and a photoselective absorption compound, respectively.
  • Coronate L An ethyl acetate solution (75% solid concentration) of a trimethylolpropane adduct of tolylene diisocyanate, manufactured by Nippon Polyurethane Co., Ltd.
  • Takenate D-110N ethyl acetate solution (75% solid concentration) of trimethylolpropane adduct of xylylene diisocyanate, manufactured by Mitsui Chemicals Co., Ltd. (hereinafter abbreviated as "D110N").
  • KBM-403 3-glycidoxypropyl trimethoxysilane, liquid, manufactured by Shin-Etsu Chemical Co., Ltd. (hereinafter abbreviated as "KBM-403").
  • ⁇ ( ⁇ ) A ( ⁇ ) / CL [Wherein, ⁇ ( ⁇ ) 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, and L is It represents the optical path length cm of the quartz cell. ]
  • a 300 mL four-necked flask equipped with a Dimroth condenser, a thermometer and a stirrer is set to a nitrogen atmosphere, 20 g of malonaldehyde dianilide hydrochloride (manufactured by Tokyo Chemical Industry Co., Ltd.), 1,3-dimethyl barbituric acid (Tokyo) 13.3 g of Kasei Kogyo Co., Ltd. and 46 g of methanol were charged, and stirring was started at room temperature. 8.6 g of triethylamine (manufactured by Wako Pure Chemical Industries, Ltd.) was added dropwise from a dropping funnel over 30 minutes, and stirring was continued at room temperature for 1 hour.
  • Triethylamine manufactured by Wako Pure Chemical Industries, Ltd.
  • Synthesis Example 2 The inside of a 100 mL four-necked flask equipped with a Dimroth condenser, thermometer, and a nitrogen atmosphere, 2.0 g of powder of UVA-M-01, 1.6 g of morpholine (manufactured by Wako Pure Chemical Industries, Ltd.), 2-propanol 10 g (manufactured by Nacalai Tesque, Inc.) was charged and stirred with a magnetic stirrer. The mixture was heated in an oil bath and refluxed for 3 hours at an internal temperature of 83 ° C., and cooled to room temperature after completion of the reaction.
  • morpholine manufactured by Wako Pure Chemical Industries, Ltd.
  • 2-propanol 10 g manufactured by Nacalai Tesque, Inc.
  • Synthesis Example 3 With a Dimroth condenser, a 100 mL four-necked flask equipped with a thermometer, and a nitrogen atmosphere, 2.0 g of UVA-M-01 powder, 1.4 g of diethylamine (manufactured by Tokyo Chemical Industry Co., Ltd.), 2-propanol 10 g of Nacalai Tesque Co., Ltd. was charged and stirred with a magnetic stirrer. The mixture was heated in an oil bath and kept at an internal temperature of 52 ° C. for 5 hours, and cooled to room temperature after the reaction was completed.
  • the compound represented by the formula (UVA-03) corresponds to the light selective absorption compound (a).
  • Dimoato cooling tube 10 g of UVA-M-02 powder synthesized with reference to patent document (Japanese Patent Laid-Open No. 2014-194508) in a nitrogen atmosphere in a 200 mL four-necked flask provided with a thermometer, acetic anhydride (Wako Pure Chemical Industries, Ltd. 3.6 g of Industrial Co., Ltd., 10 g of 2-octylhexyl 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.
  • Table 2 shows the results of measurement of gram absorption coefficient of the obtained light absorbing compound. "-" In Table 2 means that there was no absorption of ⁇ (440).
  • ⁇ Absorbance measurement of adhesive layer> In order to measure the absorbance of the obtained pressure-sensitive adhesive layer, the pressure-sensitive adhesive layer is bonded to glass, and after peeling off the separator, a cycloolefin polymer (COP) film (ZF-14 manufactured by Nippon Zeon Co., Ltd.) is used as the pressure-sensitive adhesive layer. ) Were bonded to produce a laminate for evaluation of pressure-sensitive adhesive layer.
  • the prepared pressure-sensitive adhesive layer evaluation laminate was set in a spectrophotometer UV-2450 (manufactured by Shimadzu Corporation), and absorbance was measured in a wavelength range of 1 nm step 300 to 800 nm by a double beam method.
  • the absorbance of the produced pressure-sensitive adhesive layer is shown in Table 4.
  • Optical Laminates (Examples 9 to 16, Comparative Examples 7 to 12)>
  • the polymer film used for preparation of an optical laminated body, the mounting, and the measuring method are as follows.
  • cycloolefin polymer (COP) film ZF-14 manufactured by Nippon Zeon Co., Ltd. was used.
  • corona treatment apparatus AGF-B10 manufactured by Kasuga Denki Co., Ltd. was used. Corona treatment was performed once under the conditions of an output of 0.3 kW and a treatment speed of 3 m / min using the above-mentioned corona treatment apparatus.
  • For the polarized UV irradiation device SPOT CURE SP-7 with a polarizer unit manufactured by Ushio Inc. was used.
  • composition for forming a photo alignment film For the production of an optically anisotropic layer, a laminate and the like, the following “composition for forming a photo alignment film”, “rubbing alignment polymer composition”, “composition containing a polymerizable liquid crystal compound”, and “polarization” Board was used.
  • composition for photo-alignment film formation was obtained by mixing 5 parts of photo-alignment materials of the following structure, and 95 parts of cyclopentanone (solvent) as a component, and stirring the obtained mixture at 80 degreeC for 1 hour.
  • the following photoalignable material was synthesized by the method described in JP-A-2013-33248.
  • a polyacrylate compound (leveling agent) BYK-361N; manufactured by BYK-Chemie
  • Polymerizable liquid crystal compound A (12.0 parts):
  • the polymerizable liquid crystal compound A was synthesized by the method described in JP-A-2010-31223.
  • the maximum absorption wavelength ⁇ max (LC) of the polymerizable liquid crystal compound A was 350 nm.
  • Polymerization initiator (0.72 parts): 2-dimethylamino-2-benzyl-1- (4-morpholinophenyl) butan-1-one (IRGACURE 369; manufactured by Ciba Specialty Chemicals)
  • Leveling agent (0.12 parts): polyacrylate compound (BYK-361N; manufactured by BYK-Chemie)
  • Solvent cyclopentanone (100 parts)
  • Example 8 ⁇ Manufacture of polarizing plate> A 30 ⁇ m thick polyvinyl alcohol film (average degree of polymerization: about 2400, degree of saponification: 99.9 mol% or more) is uniaxially stretched about 4 times by dry stretching, and further kept in a tensed state to obtain pure water at 40 ° C. After soaking for 40 seconds, dyeing was performed by immersing at 28 ° C. for 30 seconds in an aqueous dyeing solution in which the weight ratio of iodine / potassium iodide / water is 0.044 / 5.7 / 100.
  • aqueous boric acid solution having a weight ratio of potassium iodide / boric acid / water of 11.0 / 6.2 / 100 at 70 ° C. for 120 seconds.
  • the membrane is washed with pure water at 8 ° C. for 15 seconds, dried at 60 ° C. for 50 seconds, and then at 75 ° C. for 20 seconds while being held at a tension of 300 N, iodine is adsorbed and oriented to the polyvinyl alcohol film A polarizer with a thickness of 12 ⁇ m was obtained.
  • a water-based adhesive was injected between the obtained polarizer and a cycloolefin polymer film (COP, ZF-4 manufactured by Nippon Zeon Co., Ltd., 30 ⁇ m without UV absorption characteristics), and they were pasted together with a nip roll.
  • the obtained bonded product was dried at 60 ° C. for 2 minutes while maintaining the tension of 430 N / m to obtain a 42 ⁇ m polarizing plate having a cycloolefin film as a protective film on one side.
  • the above water-based adhesive is 100 parts of water, 3 parts of carboxyl group-modified polyvinyl alcohol (Kuraray Co., Ltd .; KURARAY POVAL KL318), and a water-soluble polyamide epoxy resin (Suumi Chemtex Co., Ltd .; Sumireze Resin 650; The solution was prepared by adding 1.5 parts of a solid solution (30% solid concentration).
  • the degree of polarization Py and the single transmittance Ty of the obtained polarizing plate were measured as follows.
  • the single transmission factor (T 1 ) in the transmission axis direction and the single transmission factor (T 2 ) in the absorption axis direction were measured using a device in which a folder with a polarizer was set in a spectrophotometer (UV-2450; manufactured by Shimadzu Corporation) Then, it was measured by the double beam method in the wavelength range of 2 nm step 380 to 680 nm.
  • the single transmittance and polarization degree at each wavelength are calculated using the following formulas (p) and (q), and the visibility is corrected with a 2-degree field of view (C light source) of JIS Z8701, and the visibility correction single transmittance (Ty) and the degree of visibility correction polarization (Py) were calculated.
  • an absorption-type polarizing plate having a visibility correction single transmittance Ty of 43.0% and a visibility correction polarization degree Py of 99.99% was obtained.
  • Single transmittance Ty (%) ⁇ (T 1 + T 2 ) / 2 ⁇ ⁇ 100 (p)
  • Degree of polarization Py (%) ⁇ (T 1 ⁇ T 2 ) / (T 1 + T 2 ) ⁇ ⁇ 100 (q)
  • Cycloolefin polymer film (COP, ZF-14, manufactured by Nippon Zeon Co., Ltd.), using a corona treatment device (AGF-B10, manufactured by Kasuga Denki Co., Ltd.): once at a power of 0.3 kW and a processing speed of 3 m / min. It was processed.
  • a composition for forming a photo alignment film was bar coated on the surface subjected to corona treatment, dried at 80 ° C. for 1 minute, and a polarized UV irradiation device (SPOT CURE SP-7; manufactured by Ushio Inc.) Polarized UV exposure was performed at an integrated light amount of 100 mJ / cm 2 . It was 100 nm when the film thickness of the obtained alignment film was measured with the ellipsometer.
  • a coating liquid comprising the composition A containing the polymerizable liquid crystal compound prepared above is applied onto the alignment film using a bar coater, dried at 120 ° C. for 1 minute, and then a high pressure mercury lamp (unicure Using a VB-15201BY-A (manufactured by Ushio Inc.), apply ultraviolet light from the side coated with the composition containing a polymerizable liquid crystal compound (integral light quantity at a wavelength of 313 nm: 500 mJ / cm 2 in nitrogen atmosphere)
  • an optical film including the optically anisotropic layer 1 was formed. It was 2 micrometers when the film thickness of the obtained optically anisotropic layer 1 was measured with the laser microscope.
  • the pressure-sensitive adhesive composition produced in Production Example 2 was bonded to the side of the optically anisotropic layer 1 of the obtained optical film, and then using a corona treatment device (AGF-B10, manufactured by Kasuga Denki Co., Ltd.), the output 0 It was bonded to a polarizing plate treated once under the conditions of 3 kW and a processing speed of 3 m / min. At this time, lamination was performed so that the relationship of the slow axis of the optically anisotropic layer with respect to the absorption axis of the polarizing plate was 45 °, to form a circularly polarizing plate.
  • AMF-B10 manufactured by Kasuga Denki Co., Ltd.
  • optical laminate 1 circularly polarizing plate 1 in which the optically anisotropic layer 1 was transferred to the polarizing plate.
  • the thickness of the obtained optical laminate 1 was 64 ⁇ m.
  • a sample for measurement was produced by transferring to glass. Retardation values of a wavelength of 450 nm, a wavelength of 550 nm and a wavelength of 630 nm of this sample were measured by a birefringence measuring apparatus (KOBRA-WR; manufactured by Oji Scientific Instruments Co., Ltd.). The transmittance was measured by a spectrophotometer (UV-2450; manufactured by Shimadzu Corporation). In addition, it was set as perfect linear polarization by arrange
  • Example 9 to 16 Comparative Examples 7 to 12
  • Each of the pressure-sensitive adhesive compositions described in Table 3 below was used to fabricate an optical laminate (circularly polarizing plate) to which the optically anisotropic layer was transferred by the same method as in Example 9.
  • the optical properties of the obtained optical laminate (circularly polarizing plate) were measured by the same method as in Example 9.
  • Optical durability test (denoted as "SWOM” in Table 4): The optical laminate is placed in a sunshine weather meter (manufactured by Suga Test Instruments Co., Ltd .: model number SUNSHINE WEATHER METER S80), and after irradiation for 100 hours, wavelength 450 nm, wavelength Retardation values of 550 nm and a wavelength of 630 nm were measured. From the change in retardation value before and after the optical durability test, evaluation was performed according to the following criteria. The results are shown in Table 4. [Evaluation Criteria for Optical Durability Test] A: The Re change before and after the optical durability test is less than 1. B: Re change of 1 or more and less than 5 before and after the optical durability test.
  • Heat resistance test (indicated as "heat resistance” in Table 4): The optical laminate was put in a thermostatic bath (manufactured by Espec Corp .: model number PL-3KT), and left for 250 hours and 500 hours under dry conditions at a temperature of 85 ° C. Thereafter, the appearance state of the optical laminate was visually observed, and evaluation was performed according to the following evaluation criteria. The results are shown in Table 4. [Evaluation criteria for heat resistance test] A: The sample after 500 hours shows hardly any change in appearance such as floating, peeling and foaming. B: The sample after 250 hours shows hardly any change in appearance such as floating, peeling and foaming. C: Appearance changes such as floating, peeling, foaming and the like are noticeable in the sample after 250 hours.
  • Moisture and heat resistance test (denoted as "humidity and heat resistance” in Table 4): The optical laminated body is placed in a thermostatic chamber (manufactured by Espec Corp .: model number PH-4KT), temperature 60 ° C, relative humidity 90% for 250 hours, 500 hours After leaving each to stand, the appearance state of the optical laminate was visually observed and evaluated according to the following evaluation criteria. The results are shown in Table 5.
  • evaluation criteria for moisture and heat resistance test A: The sample after 500 hours shows hardly any change in appearance such as floating, peeling and foaming.
  • B The sample after 250 hours shows hardly any change in appearance such as floating, peeling and foaming.
  • C Appearance changes such as floating, peeling, foaming and the like are noticeable in the sample after 250 hours.
  • Re (450) after an optical durability test is less than 5 and Comparative example 10 and 11 which added the light absorption compound (a) independently can fully suppress deterioration of an optical film, it is enough. It can not be said that it can be suppressed.
  • the Re (450) value after the optical durability test was less than 1 and the deterioration of the optical film was sufficient. I was able to suppress it.
  • the film with a pressure-sensitive adhesive layer using the pressure-sensitive adhesive composition of the present invention has a good blue light cut function and can suppress the deterioration of the optical film.
  • the film with a pressure-sensitive adhesive layer using the pressure-sensitive adhesive composition of the present invention has good display properties and can suppress the deterioration of the optical film.
  • Optical film 10A, 10B, 10C Optical laminated body 1 Adhesive layer formed from the adhesive of this invention 2 Resin film 3 Separate film 7, 60 Adhesive layer 7a Adhesive layer 8 Protective film 9 Polarizing film 40 Optical film 50 , 50 a 1 ⁇ 4 wavelength retardation layer 70 1 1 ⁇ 2 wavelength retardation layer 80 positive C layer 30 light emitting element

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Polarising Elements (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Adhesive Tapes (AREA)

Abstract

L'invention fournit une composition d'adhésif qui possède une fonction inhibitrice satisfaisante concernant la dégradation par des rayons ultraviolets d'un film de déphasage et d'un élément électroluminescent organique, et qui possède une fonction écran à la lumière bleue satisfaisante. Cette composition d'adhésif contient: au moins une sorte de composé absorbant la lumière (a) satisfaisant la formule (1); et au moins une sorte de composé absorbant la lumière (b) satisfaisant la formule (2). ε（４０５）≧２０ （１） ε（４２０）≧５ （２） [Dans les formules, ε（４０５） représente un coefficient d'absorption massique du composé dans une longueur d'onde de 405nm, ε（４４０）représente un coefficient d'absorption massique du composé dans une longueur d'onde de 440nm, et ε（４２０）représente un coefficient d'absorption massique du composé dans une longueur d'onde de 420nm, l'unité du coefficient d'absorption massique étant définie par Ｌ／（ｇ・ｃｍ）.]
PCT/JP2018/023588 2017-06-27 2018-06-21 Composition d'adhésif, et film avec couche d'adhésif WO2019004047A1 (fr)

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WO2021070800A1 (fr) * 2019-10-11 2021-04-15 住友化学株式会社 Composition d'adhésif
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CN114846377A (zh) * 2019-12-23 2022-08-02 住友化学株式会社 光学层叠体及图像显示装置
CN114846374A (zh) * 2019-12-23 2022-08-02 住友化学株式会社 光学层叠体及图像显示装置

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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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