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WO2018003664A1 - Film fonctionnel, plaque de polarisation et dispositif d'affichage - Google Patents

Film fonctionnel, plaque de polarisation et dispositif d'affichage Download PDF

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Publication number
WO2018003664A1
WO2018003664A1 PCT/JP2017/023080 JP2017023080W WO2018003664A1 WO 2018003664 A1 WO2018003664 A1 WO 2018003664A1 JP 2017023080 W JP2017023080 W JP 2017023080W WO 2018003664 A1 WO2018003664 A1 WO 2018003664A1
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WO
WIPO (PCT)
Prior art keywords
group
functional film
general formula
copolymer
repeating unit
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/JP2017/023080
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English (en)
Japanese (ja)
Inventor
健人 大谷
大樹 脇阪
玲子 深川
顕夫 田村
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Fujifilm Corp
Original Assignee
Fujifilm Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from JP2017013699A external-priority patent/JP6722602B2/ja
Application filed by Fujifilm Corp filed Critical Fujifilm Corp
Priority to CN202210139934.8A priority Critical patent/CN114456724B/zh
Priority to CN201780040125.9A priority patent/CN109415521B/zh
Priority to KR1020187036816A priority patent/KR102235346B1/ko
Publication of WO2018003664A1 publication Critical patent/WO2018003664A1/fr
Priority to US16/229,320 priority patent/US10836895B2/en
Anticipated expiration legal-status Critical
Priority to US17/064,120 priority patent/US11939462B2/en
Ceased legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/20—Adhesives in the form of films or foils characterised by their carriers
    • C09J7/22—Plastics; Metallised plastics
    • C09J7/24—Plastics; Metallised plastics based on macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F212/00—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 an aromatic carbocyclic ring
    • C08F212/02—Monomers containing only one unsaturated aliphatic radical
    • C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
    • C08F212/06—Hydrocarbons
    • C08F212/08—Styrene
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/22—Esters containing halogen
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F230/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal
    • C08F230/04—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal
    • C08F230/06—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal containing boron
    • C08F230/065—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal containing boron the monomer being a polymerisable borane, e.g. dimethyl(vinyl)borane
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/18—Manufacture of films or sheets
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L25/00—Compositions of, 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 an aromatic carbocyclic ring; Compositions of derivatives of such polymers
    • C08L25/02—Homopolymers or copolymers of hydrocarbons
    • C08L25/04—Homopolymers or copolymers of styrene
    • C08L25/06—Polystyrene
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • C08L33/04—Homopolymers or copolymers of esters
    • C08L33/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur, or oxygen atoms in addition to the carboxy oxygen
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • C08L33/04—Homopolymers or copolymers of esters
    • C08L33/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur, or oxygen atoms in addition to the carboxy oxygen
    • C08L33/16—Homopolymers or copolymers of esters containing halogen atoms
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L43/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing boron, silicon, phosphorus, selenium, tellurium or a metal; Compositions of 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
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D125/00—Coating compositions 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 an aromatic carbocyclic ring; Coating compositions based on derivatives of such polymers
    • C09D125/02—Homopolymers or copolymers of hydrocarbons
    • C09D125/04—Homopolymers or copolymers of styrene
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D125/00—Coating compositions 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 an aromatic carbocyclic ring; Coating compositions based on derivatives of such polymers
    • C09D125/02—Homopolymers or copolymers of hydrocarbons
    • C09D125/04—Homopolymers or copolymers of styrene
    • C09D125/08—Copolymers of styrene
    • C09D125/14—Copolymers of styrene with unsaturated esters
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D127/00—Coating compositions 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 a halogen; Coating compositions based on derivatives of such polymers
    • C09D127/02—Coating compositions 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 a halogen; Coating compositions based on derivatives of such polymers not modified by chemical after-treatment
    • C09D127/12—Coating compositions 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 a halogen; Coating compositions based on derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D143/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing boron, silicon, phosphorus, selenium, tellurium, or a metal; Coating compositions 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
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D143/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing boron, silicon, phosphorus, selenium, tellurium, or a metal; Coating compositions based on derivatives of such polymers
    • C09D143/04—Homopolymers or copolymers of monomers containing silicon
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D145/00—Coating compositions based on homopolymers or copolymers of compounds having no unsaturated aliphatic radicals in a side chain, and having one or more carbon-to-carbon double bonds in a carbocyclic or in a heterocyclic system; Coating compositions based on derivatives of such polymers
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • G02B5/3025—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state
    • G02B5/3033—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state in the form of a thin sheet or foil, e.g. Polaroid
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
    • G02F1/133528—Polarisers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2325/00—Characterised by the use of 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 an aromatic carbocyclic ring; Derivatives of such polymers
    • C08J2325/02—Homopolymers or copolymers of hydrocarbons
    • C08J2325/04—Homopolymers or copolymers of styrene
    • C08J2325/06—Polystyrene
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2333/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers
    • C08J2333/04—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers esters
    • C08J2333/14—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers esters of esters containing halogen, nitrogen, sulfur, or oxygen atoms in addition to the carboxy oxygen
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2343/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing boron, silicon, phosphorus, selenium, tellurium or a metal; Derivatives of such polymers
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    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2203/00—Applications
    • C08L2203/16—Applications used for films
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2203/00—Applications
    • C08L2203/20—Applications use in electrical or conductive gadgets
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2312/00—Crosslinking
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    • C09J2203/00—Applications of adhesives in processes or use of adhesives in the form of films or foils
    • C09J2203/326—Applications of adhesives in processes or use of adhesives in the form of films or foils for bonding electronic components such as wafers, chips or semiconductors

Definitions

  • Patent Document 1 describes a coating film mainly composed of a cycloolefin polymer. According to the study by the present inventors, the coating film having excellent peelability from a temporary support and low birefringence is used. However, on the other hand, it was found that this coating film had insufficient adhesion to the polarizer.
  • the functions that make up a film generally depend largely on the main material of the film, but the main material is not necessarily suitable for bonding to other layers, films, films, or other articles, but rather disadvantageous for bonding. There are many cases.
  • ⁇ 9> The functional film according to any one of ⁇ 1> to ⁇ 8>, wherein the functional film has an equilibrium moisture absorption of 2.0% by mass or less under the conditions of 25 ° C. and relative humidity of 80%.
  • the reactive group is a group having an ethylenically unsaturated double bond.
  • ⁇ is used to mean that the numerical values described before and after it are included as a lower limit value and an upper limit value.
  • (meth) acryl group is used to mean “one or both of an acryl group and a methacryl group”. The same applies to “(meth) acrylic acid”, “(meth) acrylamide”, “(meth) acryloyl group” and the like.
  • the functional film of the present invention comprises a copolymer (hereinafter referred to as “copolymer (a)” comprising a repeating unit represented by the following general formula (I) and a repeating unit represented by the following general formula (II). And / or a functional film containing a crosslinking reaction product derived from the copolymer (a).
  • the functional film of the present invention contains at least one of the copolymer (a) and the cross-linking reaction product derived from the copolymer (a), and contains only one of them. Or may contain both.
  • R 10 represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms
  • R 11 and R 12 each independently represents a hydrogen atom, a substituted or unsubstituted aliphatic hydrocarbon group, substituted or It represents an unsubstituted aryl group or a substituted or unsubstituted heteroaryl group, and R 11 and R 12 may be linked.
  • X 1 represents a divalent linking group.
  • R 2 in the general formula (I) is preferably an alkyl group having 1 to 20 carbon atoms (fluoroalkyl group) having at least one fluorine atom as a substituent, and preferably a fluoroalkyl group having 1 to 18 carbon atoms. More preferably, it is a fluoroalkyl group having 2 to 15 carbon atoms.
  • the number of fluorine atoms in the fluoroalkyl group is preferably 1 to 25, more preferably 3 to 21, and most preferably 5 to 21.
  • ma and na each independently represents an integer of 1 to 20.
  • ma in the general formula (III) is preferably an integer of 1 to 8, and preferably an integer of 1 to 5. More preferred.
  • Na is preferably an integer of 1 to 15, more preferably an integer of 1 to 12, further preferably an integer of 2 to 10, and most preferably an integer of 5 to 7.
  • the repeating unit represented by the general formula (I) or (III) can be obtained by polymerization of monomers, and preferable monomers include, for example, 2,2,2-trifluoroethyl (meth) acrylate, 2,2,3,3,3-pentafluoropropyl (meth) acrylate, 2- (perfluorobutyl) ethyl (meth) acrylate, 2- (perfluorohexyl) ethyl (meth) acrylate, 2- (perfluorooctyl) ) Ethyl (meth) acrylate, 2- (perfluorodecyl) ethyl (meth) acrylate, 2- (perfluoro-3-methylbutyl) ethyl (meth) acrylate, 2- (perfluoro-5-methylhexyl) ethyl (meth) ) Acrylate, 2- (perfluoro-7-methyloctyl) ethyl (meth
  • one-terminal (meth) acryloyl group-containing polysiloxane macromer for example, Silaplane 0721, 0725 (above, trade name, manufactured by JNC Corporation), AK-5, AK-30, AK-32 (trade name, manufactured by Toagosei Co., Ltd.), KF-100T, X-22-169AS, KF-102, X-22-3701IE, X-22-164B, X- 22-164C, X-22-5002, X-22-173B, X-22-174D, X-22-167B, X-22-161AS (above, trade name, manufactured by Shin-Etsu Chemical Co., Ltd.) be able to.
  • Silaplane 0721, 0725 above, trade name, manufactured by JNC Corporation
  • AK-5 AK-30
  • AK-32 trade name, manufactured by Toagosei Co., Ltd.
  • KF-100T for example, Silaplane 0721, 0725 (above,
  • the copolymer (a) having the repeating unit represented by the general formula (II) added to the coating solution is the functional film, the adhesive layer.
  • the copolymer having the repeating unit represented by the general formula (II) interacts with the adhesive layer, the copolymer is present in the adhesive layer and / or the functional film. Therefore, the adhesiveness between the functional film containing the copolymer (a) and the adhesive layer can be enhanced.
  • the substituted or unsubstituted aliphatic hydrocarbon group represented by R 11 and R 12 includes a substituted or unsubstituted alkyl group, alkenyl group, and alkynyl group.
  • alkyl group include methyl group, ethyl group, propyl group, butyl group, pentyl group, hexyl group, heptyl group, octyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, hexadecyl group.
  • alkenyl group examples include linear, branched, such as vinyl group, 1-propenyl group, 1-butenyl group, 1-methyl-1-propenyl group, 1-cyclopentenyl group, and 1-cyclohexenyl group. And cyclic or alkenyl groups.
  • alkynyl group examples include ethynyl group, 1-propynyl group, 1-butynyl group, and 1-octynyl group.
  • substituted or unsubstituted aryl group represented by R 11 and R 12 include a phenyl group. Examples thereof include those in which 2 to 4 benzene rings form a condensed ring, and those in which a benzene ring and an unsaturated five-membered ring form a condensed ring. Specific examples include a naphthyl group, an anthryl group, Examples thereof include a phenanthryl group, an indenyl group, an acenabutenyl group, a fluorenyl group, and a pyrenyl group.
  • R 11 and R 12 in the general formula (II) each independently represent a hydrogen atom or an alkyl group, or both are preferably an alkyl group and bonded to each other to form a ring
  • R 11 and R 12 Are both hydrogen atoms, or both are alkyl groups, preferably bonded to each other to form a ring.
  • the content of the repeating unit having a thermally crosslinkable group in the copolymer (a) is preferably 0.5 to 60% by mass, and preferably 1 to 50% by mass with respect to the total mass of the copolymer (a). More preferred is 2 to 40% by mass.
  • the functional film may be a transparent film, an opaque film, or a colored film, but is preferably a transparent film.
  • the transparent film may have a transmittance of 80% or more and a haze value of 5% or less.
  • the functional film may be a film having a phase difference.
  • Specific examples of the functional film include a polarizer protective film (polarizing plate protective film), a low moisture permeability film, an optical anisotropic film, and an optical isotropic film. Since the functional film is particularly excellent in adhesion to a resin having a hydroxyl group, the other layer, film, film, or other article that is in direct contact with the functional film preferably contains a resin having a hydroxyl group. Examples of the resin having a poly (vinyl alcohol) resin, a polyvinyl butyral resin, and a bisphenol A type epoxy resin.
  • the functional film of the present invention may be a single film or may have a laminated structure of two or more layers.
  • a cured product and / or polymer resin derived from a compound (monomer) having a reactive group in the molecule is preferably used.
  • a cured product and / or polymer resin derived from a compound (monomer) having a reactive group in the molecule is preferably used.
  • the functional film preferably contains a cured product derived from a compound (monomer) having a reactive group in the molecule.
  • a compound having a reactive group in the molecule is also referred to as a compound (b).
  • the number of reactive groups in the molecule is more preferably 2 or more, and is 3 or more. More preferably.
  • the reactive group is particularly preferably a group having an ethylenically unsaturated double bond.
  • the compound (b) is preferably a compound having a group having an ethylenically unsaturated double bond and a cyclic aliphatic hydrocarbon group. .
  • L 20 and L 21 each independently represent a single bond or a divalent or higher valent linking group.
  • n represents 1 or 2.
  • the cyclic aliphatic hydrocarbon group and a group having an ethylenically unsaturated double bond are bonded to each other through L 20 and L 21 .
  • compounds such as (meth) acrylic acid, (meth) acryloyl chloride, (meth) acrylic anhydride, glycidyl (meth) acrylate, and compounds described in WO2012 / 00316A (eg, 1,1-bis ( (Acryloxymethyl) ethyl isocyanate) can be synthesized by reacting with a polyol having the above cyclic aliphatic hydrocarbon group.
  • the content of the compound (b) or the cured product is 100% by mass of the total solid content (all components excluding the solvent) of the functional film.
  • the content is preferably 5 to 99.9% by mass, more preferably 10 to 90% by mass.
  • composition for forming the functional film of the present invention is a composition containing a compound having a group having an ethylenically unsaturated double bond and a cyclic aliphatic hydrocarbon group in the molecule, It preferably contains a polymerization initiator.
  • a polymerization initiator a photopolymerization initiator is preferable.
  • photopolymerization initiators acetophenones, benzoins, benzophenones, phosphine oxides, ketals, anthraquinones, thioxanthones, azo compounds, peroxides, 2,3-dialkyldione compounds, disulfide compounds
  • examples include fluoroamine compounds, aromatic sulfoniums, lophine dimers, onium salts, borate salts, active esters, active halogens, inorganic complexes, and coumarins.
  • the functional film may contain a polymer resin (hereinafter also referred to as “resin (d)”) in addition to the copolymer (a) and / or a cross-linked reaction product derived therefrom.
  • a polymer resin hereinafter also referred to as “resin (d)”
  • resin (d) a polymer resin
  • a polar structure that strengthens the interaction between polymer molecules.
  • Specific examples include vinyl aromatic resins (preferably styrene resins), cellulose resins (cellulose acylate resins, cellulose ether resins, etc.), cyclic olefin resins, polyester resins, polycarbonate resins, vinyl aromatics.
  • the vinyl aromatic resin is a vinyl resin containing at least an aromatic ring, such as a styrene resin, divinylbenzene resin, 1,1-diphenylstyrene resin, vinylnaphthalene resin, vinylanthracene resin, N, N.
  • styrene resin As an example of the styrene resin, it refers to a resin containing 50% by mass or more of a repeating unit derived from a styrene monomer.
  • the styrene monomer means a monomer having a styrene skeleton in its structure.
  • the styrene monomer examples include styrene or a derivative thereof.
  • the styrene derivative is a compound in which other groups are bonded to styrene, such as o-methylstyrene, m-methylstyrene, p-methylstyrene, 2,4-dimethylstyrene, o-ethylstyrene, Alkyl styrene such as p-ethyl styrene, hydroxy styrene, tert-butoxy styrene, vinyl benzoic acid, o-chloro styrene, p-chloro styrene, benzene nucleus of styrene with hydroxyl group, alkoxy group, carboxyl group, halogen, etc. Substituted styrene in which is introduced.
  • Unsaturated nitrile monomer such as acrylonitrile, methacrylonitrile, etc. 1 , 3-butadiene, 2-methyl-1,3-butadiene (iso ), Conjugated dienes such as 2,3-dimethyl-1,3-butadiene, 1,3-pentadiene, 1,3-hexadiene, etc., and two or more of these can be copolymerized.
  • the styrenic resin is preferably a copolymer of styrene or a styrene derivative and at least one monomer selected from acrylonitrile, maleic anhydride, methyl methacrylate, and 1,3-butadiene.
  • Copolymer configured as a monomer component; styrene-diene copolymer; copolymer such as styrene-polymerizable unsaturated carboxylic acid ester copolymer; polystyrene and synthetic rubber (for example, polybutadiene, polyisoprene, etc.) ), High-impact polystyrene (HIPS) such as polystyrene obtained by graft-polymerizing styrene to synthetic rubber; polymers containing styrene monomers (for example, styrene monomers and (meth) acrylic acid ester monomers) A polymer obtained by dispersing a rubber-like elastic body in a continuous phase of a copolymer with a monomer and graft-polymerizing the copolymer onto the rubber-like elastic body.
  • HIPS High-impact polystyrene
  • the polystyrene resin is not particularly limited, but may be hydrogenated. That is, the polystyrene resin may be a hydrogenated polystyrene resin (hydrogenated polystyrene resin).
  • the hydrogenated polystyrene resin is not particularly limited, but a hydrogenated styrene-butadiene-styrene block copolymer (SEBS) or a hydrogenated styrene-isoprene-styrene block copolymer, which is a resin obtained by adding hydrogen to SBS or SIS.
  • Hydrogenated styrene-diene copolymers such as coalesced (SEPS) are preferred.
  • the hydrogenated polystyrene resin may be used alone or in combination of two or more.
  • the polar group may be introduce
  • the modified polystyrene resin includes a hydrogenated polystyrene resin into which a polar group has been introduced.
  • an acid anhydride group, a carboxylic acid group, a carboxylic acid ester group, and an epoxy group are preferable, and a maleic anhydride group and an epoxy group are more preferable.
  • the said polar group only 1 type may be used and 2 or more types may be used.
  • the modified polystyrene resin is not particularly limited, but a modified product of hydrogenated styrene-butadiene-styrene block copolymer (SEBS) and a modified product of hydrogenated styrene-propylene-styrene block copolymer (SEPS) are preferable.
  • SEBS hydrogenated styrene-butadiene-styrene block copolymer
  • SEPS hydrogenated styrene-propylene-styrene block copolymer
  • the modified polystyrene resin is not particularly limited, but acid anhydride-modified SEBS, acid anhydride-modified SEPS, epoxy-modified SEBS, and epoxy-modified SEPS are preferable, and maleic anhydride-modified SEBS and maleic anhydride are more preferable.
  • Modified SEPS, epoxy-modified SEBS, and epoxy-modified SEPS Only 1 type may be used for the said modified polystyrene
  • styrene-methacrylic acid copolymers and styrene-maleic anhydride copolymers are particularly preferred from the viewpoint of heat resistance.
  • Styrenic resins may be used singly or as a styrenic resin, a plurality of types having different repeating unit compositions and molecular weights may be used in combination.
  • the styrene resin can be obtained by a known anion, block, suspension, emulsion or solution polymerization method. Further, in the styrene resin, the unsaturated double bond of the benzene ring of the conjugated diene or styrene monomer may be hydrogenated. The hydrogenation rate can be measured by a nuclear magnetic resonance apparatus (NMR).
  • NMR nuclear magnetic resonance apparatus
  • the monomer unit composed of the cyclic olefin has a relatively small amount as described above. can do.
  • the unit of monomer composed of a chain olefin is usually 5 to 80 mol%
  • the unit of monomer composed of an aromatic compound having a vinyl group is usually 5 to 80 mol%.
  • Polycarbonate resin examples of the case of using a polycarbonate-based resin as a material constituting the functional film include polycarbonate, polycarbonate containing a structural unit in which bisphenol A is modified with fluorene, and a structural unit in which bisphenol A is modified with 1,3-cyclohexylidene. Examples thereof include polycarbonate.
  • Vinyl resin other than vinyl aromatic resin examples include polyethylene, polypropylene, polyvinylidene chloride, polyvinyl alcohol, and the like.
  • GPC Gel permeation chromatograph apparatus (HLC-8220GPC manufactured by Tosoh Corporation), column; Guard column HXL-H manufactured by Tosoh Corporation, TSK gel G7000HXL, two TSK gel GMHXL, TSK gel G2000HXL, sequentially, eluent: tetrahydrofuran , Flow rate: 1 mL / min, sample concentration: 0.7-0.8% by mass, sample injection amount: 70 ⁇ L, measurement temperature: 40 ° C., detector: differential refractometer (RI) meter (40 ° C.), standard material: Tosoh TSK Standard Polystyrene Co., Ltd.)
  • the above solvents it is preferable to use at least one of dimethyl carbonate, methyl acetate, ethyl acetate, methyl ethyl ketone, acetylacetone, and acetone, more preferably dimethyl carbonate or methyl acetate, and methyl acetate is used. It is particularly preferred.
  • the solid content of the composition for forming a functional film is in the range of 5 to 80% by mass, more preferably 10 to 75% by mass, and still more preferably 15 to 70% by mass. %.
  • the functional film contains a polyester-based additive
  • the adhesion between the functional film and the base film can be improved when the functional film is formed on a base material containing a polyester resin. it can.
  • the polyester-based additive is similar to the polyester resin contained in the base film in hydrophilicity / hydrophobicity and molecular structure, the interaction occurs and the adhesion is improved. thinking.
  • the functional film contains the above-mentioned resin (d)
  • the resin (d) is compatible with the resin (d) by bringing the hydrophilicity / hydrophobicity and structure close to each other, and the transparency of the functional film can be maintained. I think I can do it.
  • the polyester-based additive can be obtained by a known method such as a dehydration condensation reaction between a polybasic acid and a polyhydric alcohol, or addition of a dibasic anhydride to a polyhydric alcohol and a dehydration condensation reaction, preferably It is a polycondensation ester formed from a dibasic acid and a diol.
  • the polyester-based additive is particularly preferably a compound obtained by condensing an aliphatic diol with at least one selected from phthalic acid, isophthalic acid, and terephthalic acid.
  • the terminal of the polyester-based additive may be sealed by reacting with a monocarboxylic acid.
  • a monocarboxylic acid used for sealing, aliphatic monocarboxylic acid is preferable, acetic acid, propionic acid, butanoic acid, benzoic acid and derivatives thereof are preferable, acetic acid or propionic acid is more preferable, and acetic acid is most preferable.
  • polyester compounds examples include ester resin polyesters manufactured by Nippon Synthetic Chemical Industry Co., Ltd. (for example, LP050, TP290, LP035, LP033, TP217, TP220), ester resin byrons manufactured by Toyobo Co., Ltd. (for example, Byron 245, Byron GK890, Byron 103, Byron 200, Byron 550.GK880) and the like.
  • the functional film can be formed on the base film by the following coating method, but is not limited to this method. Dip coating method, air knife coating method, curtain coating method, roller coating method, wire bar coating method, gravure coating method, slide coating method and extrusion coating method (die coating method) (see Japanese Patent Application Laid-Open No. 2003-164788), Known methods such as a micro gravure coating method are used, and among them, a micro gravure coating method and a die coating method are preferable.
  • a functional film is formed by a coating method, a drying process for volatilizing a solvent, a thermal crosslinking process for crosslinking a thermally crosslinkable group, a curing process by ionizing radiation irradiation, or the like can be appropriately used.
  • a step of performing a heat treatment simultaneously with ionizing radiation curing is also preferable.
  • the functional film contains an ultraviolet curable component
  • the functional film is cured by irradiating with an ultraviolet ray with an irradiation amount of 10 mJ / cm 2 to 1000 mJ / cm 2 .
  • the total irradiation amount is more preferably 50 mJ / cm 2 to 1000 mJ / cm 2 .
  • a solution in which the functional membrane material is dissolved in an organic solvent or water is prepared, and after a concentration step, a filtration step, and the like are appropriately performed, the solution is uniformly cast on a support.
  • the raw dry film is peeled off from the support, and both ends of the web are appropriately held with clips or the like, and the solvent is dried in the drying zone.
  • a curing step by ionizing radiation irradiation or the like can also be used as appropriate. Further, the film can be separately stretched during the drying of the film or after the drying and curing are completed.
  • the thermal crosslinking step is a step of heating to promote the reaction of the thermally crosslinkable group, and is not particularly limited as long as it does not impair the properties of the functional film, preferably 40 to 200 ° C., more preferably 50-130 ° C. From the viewpoint of facilitating the reaction, 50 ° C. or higher is preferable, and from the viewpoint of suppressing deformation of the resin used for the base material, it is preferably 130 ° C. or lower.
  • the time required for heating varies depending on the kind and amount of the thermally crosslinkable site group used, but is preferably 5 seconds to 1 hour, more preferably 10 seconds to 30 minutes, and further preferably 15 seconds to 5 minutes. 15 seconds or more are preferable from the viewpoint of facilitating the reaction, and 5 minutes or less are preferable from the viewpoint of increasing productivity.
  • the base film used for forming the functional film by a coating method preferably has a thickness of 5 to 100 ⁇ m, more preferably 10 to 75 ⁇ m, and even more preferably 15 to 55 ⁇ m.
  • a film thickness of 5 ⁇ m or more is preferable because sufficient mechanical strength is easily secured and failures such as curling, wrinkling, and buckling are unlikely to occur.
  • the film thickness is 100 ⁇ m or less, when the multilayer film of the functional film of the present invention and the base film is stored, for example, in the form of a long roll, the surface pressure applied to the multilayer film is appropriate. It is preferable because it is easy to adjust to the range, and adhesion failure hardly occurs.
  • the surface energy of the substrate film can be calculated from the contact angle values of water and methylene iodide using the Owens method.
  • DM901 manufactured by Kyowa Interface Science Co., Ltd., contact angle meter
  • the surface energy of the base film on the side on which the functional film is formed is preferably 41.0 to 48.0 mN / m, and more preferably 42.0 to 48.0 mN / m.
  • the surface energy is 41.0 mN / m or more, it is preferable because the uniformity of the thickness of the functional film can be improved.
  • the surface energy is 48.0 mN / m or less, the peeling force of the functional film from the base film is appropriate. This is preferable because it can be easily controlled within a wide range.
  • a base film known materials and films can be used as appropriate.
  • the material include a polyester polymer, an olefin polymer, a cycloolefin polymer, a (meth) acrylic polymer, a cellulose polymer, and a polyamide polymer.
  • polyester-based polymers and olefin-based polymers are preferable as the material for the base film, polyester-based polymers are more preferable, and among the polyester-based polymers, polyethylene terephthalate (PET) is particularly preferable.
  • PET polyethylene terephthalate
  • a surface treatment can be appropriately performed. In order to decrease the surface energy, for example, corona treatment, room temperature plasma treatment, saponification treatment or the like can be performed, and in order to increase the surface energy, silicone treatment, fluorine treatment, olefin treatment or the like can be performed.
  • peeling other than the peeling process of the base film can be prevented, and if it is 5 N / 25 mm or less, peeling failure (for example, zipping or functional film cracking) ) Can be prevented.
  • a heat treatment step if necessary, a superheated steam contact step, an organic solvent contact step, and the like can be performed.

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Abstract

La présente invention concerne : un film fonctionnel qui contient un copolymère qui comprend un motif de répétition représenté par la formule générale (I) représentée dans la description et un motif de répétition représenté par la formule générale (II) représentée dans la description, ou un produit de réaction réticulé dérivé du copolymère ; une plaque de polarisation qui comprend ce film fonctionnel ; et un dispositif d'affichage.
PCT/JP2017/023080 2016-06-27 2017-06-22 Film fonctionnel, plaque de polarisation et dispositif d'affichage Ceased WO2018003664A1 (fr)

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CN202210139934.8A CN114456724B (zh) 2016-06-27 2017-06-22 层叠体
CN201780040125.9A CN109415521B (zh) 2016-06-27 2017-06-22 功能性膜、偏振片及显示装置
KR1020187036816A KR102235346B1 (ko) 2016-06-27 2017-06-22 기능성막, 편광판, 및 표시 장치
US16/229,320 US10836895B2 (en) 2016-06-27 2018-12-21 Functional film, polarizing plate, and display device
US17/064,120 US11939462B2 (en) 2016-06-27 2020-10-06 Functional film, polarizing plate, and display device

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WO2023054164A1 (fr) * 2021-09-29 2023-04-06 富士フイルム株式会社 Composition de cristaux liquides, couche durcie de cristaux liquides, film optique, plaque de polarisation et dispositif d'affichage d'image
US12486458B2 (en) 2021-09-29 2025-12-02 Fujifilm Corporation Liquid crystal composition, liquid crystal cured layer, optical film, polarizing plate, and image display device

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