WO2018037489A1 - Film de revêtement dur - Google Patents

Film de revêtement dur Download PDF

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Publication number
WO2018037489A1
WO2018037489A1 PCT/JP2016/074567 JP2016074567W WO2018037489A1 WO 2018037489 A1 WO2018037489 A1 WO 2018037489A1 JP 2016074567 W JP2016074567 W JP 2016074567W WO 2018037489 A1 WO2018037489 A1 WO 2018037489A1
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WIPO (PCT)
Prior art keywords
hard coat
coat layer
film
less
layer
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PCT/JP2016/074567
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English (en)
Japanese (ja)
Inventor
弘気 星野
知生 大類
所司　悟
Original Assignee
リンテック株式会社
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Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=60107319&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=WO2018037489(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by リンテック株式会社 filed Critical リンテック株式会社
Priority to KR1020187024967A priority Critical patent/KR102619222B1/ko
Priority to CN201680085288.4A priority patent/CN109073789B/zh
Priority to JP2017507032A priority patent/JP6216907B1/ja
Priority to PCT/JP2016/074567 priority patent/WO2018037489A1/fr
Priority to CN202110239725.6A priority patent/CN113009602B/zh
Priority to TW106114771A priority patent/TWI759298B/zh
Publication of WO2018037489A1 publication Critical patent/WO2018037489A1/fr

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    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
    • G02B1/10—Optical coatings produced by application to, or surface treatment of, optical elements
    • G02B1/14—Protective coatings, e.g. hard coatings
    • 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
    • B32B27/34—Layered products comprising a layer of synthetic resin comprising polyamides
    • 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
    • B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
    • B32B7/02—Physical, chemical or physicochemical properties
    • B32B7/023—Optical properties
    • 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
    • C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
    • C08J7/04—Coating
    • C08J7/042—Coating with two or more layers, where at least one layer of a composition contains a polymer binder
    • 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
    • C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
    • C08J7/04—Coating
    • C08J7/043—Improving the adhesiveness of the coatings per se, e.g. forming primers
    • 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
    • C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
    • C08J7/04—Coating
    • C08J7/046—Forming abrasion-resistant coatings; Forming surface-hardening coatings
    • 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
    • C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
    • 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
    • B32B2457/00—Electrical equipment
    • B32B2457/20—Displays, e.g. liquid crystal displays, plasma displays
    • 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
    • C08J2379/00—Characterised by the use of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing nitrogen with or without oxygen, or carbon only, not provided for in groups C08J2361/00 - C08J2377/00
    • C08J2379/04—Polycondensates having nitrogen-containing heterocyclic rings in the main chain; Polyhydrazides; Polyamide acids or similar polyimide precursors
    • C08J2379/08—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors

Definitions

  • the present invention relates to a hard coat film provided with a base film and a hard coat layer, and particularly to a hard coat film suitable for use in a flexible display.
  • various displays such as a liquid crystal display (LCD), an organic EL display (OELD), and a touch panel are widely used.
  • the surface of these various displays is often provided with a hard coat film in which a hard coat layer is provided on a base film in order to prevent scratches.
  • a bendable display As a display as described above, a bendable display, a so-called flexible display has been developed.
  • the flexible display is expected to have a wide range of uses, for example, for a stationary display that is bent and installed on a cylindrical column, or for a mobile display that can be folded and rolled.
  • hard coat films for flexible displays hard coat films disclosed in Patent Documents 1 and 2 have been proposed.
  • the flexible display may be repeatedly bent (bent) as described in Patent Document 3 instead of forming the curved surface only once.
  • interference fringes may occur in the hard coat film due to various factors.
  • interference fringes are generated in the hard coat film, there are problems that the appearance is also lowered and the visibility as a display is lowered.
  • the present invention has been made in view of such a situation, and provides a hard coat film that has bending resistance capable of withstanding repeated bending, is less likely to curl, and is less likely to cause interference fringes. With the goal.
  • the present invention provides a base film, a first hard coat layer laminated on at least one main surface side of the base film, and the first hard coat layer.
  • a hard coat film comprising a second hard coat layer laminated on the main surface opposite to the base film side, wherein the base film is a polyimide film, and the first hard coat
  • the layer and the second hard coat layer are made of different materials, and the difference between the refractive index of the first hard coat layer and the refractive index of the second hard coat layer is 0.04 or less in absolute value.
  • a hard coat film characterized in that the total thickness of the first hard coat layer and the second hard coat layer is 7 ⁇ m or more and 35 ⁇ m or less (Invention 1).
  • the base film is a polyimide film, and the total thickness of the first hard coat layer and the second hard coat layer is in the above range. Therefore, it has excellent bending resistance. Further, the difference between the refractive index of the first hard coat layer and the refractive index of the second hard coat layer is in the above range, and the thickness of the first hard coat layer and the thickness of the second hard coat layer. When the total is within the above range, the hard coat film is less prone to interference fringes. Further, the first hard coat layer and the second hard coat layer are made of different materials, and the total thickness of the first hard coat layer and the second hard coat layer is in the above range. Thus, the hard coat film is less likely to curl and has excellent scratch resistance.
  • the first hard coat layer and the second hard coat layer are made of a material obtained by curing a composition containing an active energy ray-curable component, and the first hard coat layer It is preferable that the coat layer is made of a material softer than the second hard coat layer (Invention 2).
  • the first hard coat layer is made of a material obtained by curing a composition containing an active energy ray-curable component modified with an alkylene oxide
  • the second hard coat layer The coating layer is preferably made of a material obtained by curing a composition containing an active energy ray-curable component that has not been modified with an alkylene oxide (Invention 3).
  • the active energy ray-curable component is preferably a polyfunctional (meth) acrylate monomer (Invention 4).
  • the refractive index of the first hard coat layer is preferably 1.40 or more and 1.80 or less (Invention 5).
  • the refractive index of the second hard coat layer is preferably 1.40 or more and 1.80 or less (Invention 6).
  • the thickness of the first hard coat layer is preferably 3 ⁇ m or more and 30 ⁇ m or less (Invention 7).
  • the thickness of the second hard coat layer is preferably 0.75 ⁇ m or more and 10 ⁇ m or less (Invention 8).
  • the thickness of the polyimide film is preferably 5 ⁇ m or more and 300 ⁇ m or less (Invention 9).
  • the hard coat film according to the above inventions (Inventions 1 to 9) is preferably used as a flexible member constituting a flexible display (Invention 10).
  • an adhesive layer is laminated on at least one main surface side of the base film (Invention 11).
  • the hard coat film according to the present invention is excellent in scratch resistance, has bending resistance capable of withstanding repeated bending, hardly causes curling, and does not easily cause interference fringes.
  • FIG. 1 is a cross-sectional view of a hard coat film according to an embodiment of the present invention.
  • a hard coat film 1 according to the present embodiment includes a base film 2, a first hard coat layer 3 laminated on one main surface side (the upper side in FIG. 1) of the base film, and a first hard coat. It comprises a second hard coat layer 4 laminated on the main surface side (upper side in FIG. 1) opposite to the base film 2 side in the layer 3.
  • the first hard coat layer 3 and the second hard coat layer 4 are made of different materials.
  • the base film 2 is a polyimide film.
  • the base film 2 is a polyimide film
  • the base film 2 can be prevented from being bent or whitened. Excellent flexibility. Therefore, when the flexible display using the hard coat film 1 according to the present embodiment is repeatedly bent at a predetermined portion, the appearance of the bent portion and the visibility are suppressed from being lowered at the bent portion. Is done.
  • the difference between the refractive index of the first hard coat layer 3 and the refractive index of the second hard coat layer 4 is 0.04 or less in absolute value
  • the thickness of the first hard coat layer 3 and the second hard coat layer 3 The total thickness of the two hard coat layers 4 is 7 ⁇ m or more and 35 ⁇ m or less.
  • the total thickness of the first hard coat layer 3 and the second hard coat layer 4 is 7 ⁇ m or more, the thickness becomes considerably larger than the wavelength of light, and the first hard coat layer 4 Interference between the light reflected at the interface between the coat layer 3 and the base film 2 and the reflected light on the surface of the second hard coat layer 4 is less likely to occur. Furthermore, when the intensity (reflection intensity) of the light reflected at the interface between the first hard coat layer 3 and the base film 2 passes through the first hard coat layer 3 and the second hard coat layer 4. Since it becomes weak, interference with the reflected light on the surface of the second hard coat layer 4 also hardly occurs from such a side surface. By these actions, generation of interference fringes is suppressed in the hard coat film 1.
  • the measurement wavelength of the refractive index in this specification shall be 589 nm, and measurement temperature shall be 25 degreeC. Details of the method of measuring the refractive index are as shown in the test examples described later.
  • the difference between the refractive index of the first hard coat layer 3 and the refractive index of the second hard coat layer 4 is preferably 0.02 or less in absolute value, particularly 0. .01 or less is preferable.
  • the hard coat film 1 has excellent scratch resistance.
  • the total thickness of the first hard coat layer 3 and the second hard coat layer 4 is preferably 9 ⁇ m or more, particularly 10 ⁇ m or more. Preferably there is.
  • the total thickness of the first hard coat layer 3 and the second hard coat layer 4 is 35 ⁇ m or less, the hard coat film 1 is easy to bend and has excellent bending resistance. It becomes. From such a viewpoint, the total thickness of the first hard coat layer 3 and the second hard coat layer 4 is preferably 30 ⁇ m or less, and particularly preferably 25 ⁇ m or less.
  • the total thickness of the first hard coat layer 3 and the second hard coat layer 4 is in the above range, and the first hard coat layer 3 and the second hard coat layer 4 are Since the first hard coat layer 3 is made of a material softer than the second hard coat layer 4, curling hardly occurs when the hard coat film 1 is manufactured.
  • the base film 2 of the hard coat film 1 according to the present embodiment is a polyimide film and is transparent and yellowish when used for a display. It is preferable that it is a polyimide film with few. Thereby, it is possible to obtain a display (in particular, a flexible display) that displays a clear and highly reproducible image.
  • the polyimide film used in the present embodiment preferably has a transmittance of 75% or more at a wavelength of 550 nm, more preferably 80% or more, and 85% or more from the viewpoint of transparency. Some are particularly preferred.
  • the transmittance measuring method in this specification is as shown in the examples described later.
  • a polyimide film used by this embodiment that whose absolute value of b * of the L * a * b * color system by a transmission measurement method is 10 or less is preferable from a viewpoint of reducing yellowishness, 5 What is below is more preferable, and what is 3 or less is especially preferable.
  • the measurement method of b * in this specification is as shown in the examples described later.
  • the polyimide film refers to a film containing polyimide, that is, a polymer having an imide bond in the main chain, preferably 50% by mass or more, particularly preferably 80% by mass or more, and more preferably 90% by mass or more.
  • Poly (meth) acrylimide does not have an imide bond in the main chain, and is not polyimide, but when such a poly (meth) acrylimide film is repeatedly bent, whitening occurs.
  • a polyimide film is usually formed by polymerizing a tetracarboxylic anhydride (preferably an aromatic tetracarboxylic dianhydride) and a diamine (preferably an aromatic diamine) in a solution to form a polyamic acid, and then the polyamide film.
  • the acid can be obtained by forming the film into a film and then dehydrating and ring-closing the polyamic acid moiety, but is not limited thereto.
  • the polyimide in the polyimide film may be modified.
  • the aromatic ring usually contained in polyimide may be modified with an aliphatic hydrocarbon, whereby the base film 2 is excellent in adhesiveness with the second hard coat layer 4.
  • the lower limit of the refractive index of the polyimide film is usually 1.50 or more, preferably 1.55 or more, and more preferably 1.60 or more.
  • the refractive index of a polyimide film is 1.85 or less normally as an upper limit, Preferably it is 1.80 or less, More preferably, it is 1.75 or less.
  • primer treatment or oxidation may be performed on one side or both sides as desired for the purpose of improving adhesion with a layer (second hard coat layer 4 or an adhesive layer described later) provided on the surface.
  • Surface treatment can be performed by a method, an uneven method or the like.
  • the oxidation method include corona discharge treatment, chromic acid treatment, flame treatment, hot air treatment, ozone / ultraviolet treatment, and examples of the unevenness method include a sand blast method and a solvent treatment method.
  • the thickness of the polyimide film is preferably 5 ⁇ m or more as a lower limit, particularly preferably 7.5 ⁇ m or more, and more preferably 10 ⁇ m or more.
  • the upper limit of the thickness of the polyimide film is preferably 300 ⁇ m or less, particularly preferably 90 ⁇ m or less, more preferably 50 ⁇ m or less, and most preferably 30 ⁇ m or less.
  • the polyimide film is easily colored, when the thickness of the polyimide film is not more than the above, transparency is ensured and the b * value is also kept low, and it can be suitably used for optical use. Moreover, when the thickness of the polyimide film is not more than the above, the hard coat film 1 exhibits predetermined flexibility and is easily bent.
  • the first hard coat layer 3 of the hard coat film 1 according to this embodiment is laminated on one main surface side (the upper side in FIG. 1) of the base film 2; As described above, the second hard coat layer 4 exhibits the effect of suppressing the generation of interference fringes and scratch resistance.
  • the material of the first hard coat layer 3 has a refractive index difference from the refractive index of the second hard coat layer 4 in the above-described range, and exhibits desired scratch resistance together with the second hard coat layer 4. If it is, it will not be specifically limited.
  • the first hard coat layer 3 is preferably made of a material obtained by curing a composition containing an active energy ray-curable component, and particularly preferably made of a material softer than the second hard coat layer 4. . Specifically, it is preferably made of a material obtained by curing a composition containing an active energy ray-curable component modified with alkylene oxide.
  • Active energy ray curable component examples include polyfunctional (meth) acrylate monomers, (meth) acrylate prepolymers, active energy ray curable polymers, and the like. However, among them, a polyfunctional (meth) acrylate monomer and / or a (meth) acrylate prepolymer is preferable, and a polyfunctional (meth) acrylate monomer is more preferable.
  • the polyfunctional (meth) acrylate monomer and the (meth) acrylate prepolymer may be used alone or in combination.
  • (meth) acrylate means both acrylate and methacrylate. The same applies to other similar terms.
  • multifunctional (meth) acrylate monomers examples include 1,4-butanediol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate, neopentyl glycol di (meth) acrylate, and polyethylene glycol diene.
  • polyfunctional (meth) acrylate monomers modified with alkylene oxide are preferable from the viewpoint of bending resistance and curling suppression of the obtained hard coat film.
  • alkylene oxide-modified trimethylolpropane tri (meth) acrylate, alkylene oxide-modified dipentaerythritol hexa (meth) acrylate, and alkylene oxide-modified dipentaerythritol tetra (meth) acrylate are preferable, and ethylene oxide-modified tripentayl is particularly preferable.
  • the polyfunctional (meth) acrylate modified with alkylene oxide has a long distance between cross-linking points, exhibits relatively soft physical properties after curing, and has a small amount of curing shrinkage.
  • the amount of alkylene oxide introduced with respect to the polyfunctional (meth) acrylate is preferably 2 mol or more, particularly preferably 6 mol or more, and more preferably 20 mol with respect to 1 mol of the polyfunctional (meth) acrylate.
  • the above is preferable.
  • the introduction amount is preferably 50 mol or less, particularly preferably 45 mol or less, and further preferably 40 mol or less.
  • the proportion of the alkylene oxide-modified polyfunctional (meth) acrylate in the active energy ray-curable component is preferably 30% by mass or more and 50% by mass or more from the viewpoint of bending resistance and curl suppression. More preferably, it is particularly preferably 80% by mass or more, and further preferably 90% by mass or more. In addition, the said ratio may be 100 mass%.
  • examples of the (meth) acrylate-based prepolymer include polyester acrylate-based, epoxy acrylate-based, urethane acrylate-based, polyol acrylate-based prepolymers, and the like.
  • polyester acrylate-based prepolymer examples include esterification of a hydroxyl group of a polyester oligomer having hydroxyl groups at both ends obtained by condensation of a polyvalent carboxylic acid and a polyhydric alcohol with (meth) acrylic acid, It can be obtained by esterifying the terminal hydroxyl group of an oligomer obtained by adding alkylene oxide to carboxylic acid with (meth) acrylic acid.
  • the epoxy acrylate prepolymer can be obtained, for example, by reacting (meth) acrylic acid with an oxirane ring of a relatively low molecular weight bisphenol type epoxy resin or novolak type epoxy resin and esterifying it.
  • the urethane acrylate prepolymer can be obtained, for example, by esterifying a polyurethane oligomer obtained by a reaction of polyether polyol or polyester polyol and polyisocyanate with (meth) acrylic acid.
  • the polyol acrylate prepolymer can be obtained, for example, by esterifying the hydroxyl group of the polyether polyol with (meth) acrylic acid.
  • the above prepolymers may be used alone or in combination of two or more.
  • (1-2-2) Photopolymerization initiator When the first hard coat layer 3 is made of a material obtained by curing a composition containing an active energy ray-curable component, and ultraviolet rays are used as active energy rays.
  • the composition preferably contains a photopolymerization initiator. By containing the photopolymerization initiator in this manner, the active energy ray-curable component can be efficiently polymerized, and the polymerization curing time and the amount of ultraviolet irradiation can be reduced.
  • photopolymerization initiator examples include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin-n-butyl ether, benzoin isobutyl ether, acetophenone, dimethylaminoacetophenone, 2,2-dimethoxy-2- Phenylacetophenone, 2,2-diethoxy-2-phenylacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, 1-hydroxycyclohexyl phenyl ketone, 2-methyl-1- [4- (methylthio) Phenyl] -2-morpholino-propan-1-one, 4- (2-hydroxyethoxy) phenyl-2- (hydroxy-2-propyl) ketone, benzophenone, p-phenylbenzophenone, 4,4′- Ethylaminobenzophenone, dichlorobenzophenone, 2-methylanthraquinone, 2-e
  • the content of the photopolymerization initiator in the composition is preferably 0.01 parts by mass or more as a lower limit with respect to 100 parts by mass of the active energy ray-curable component, and particularly 0.1 parts by mass or more. It is preferable that the amount is 1 part by mass or more. Moreover, it is preferable that it is 20 mass parts or less as an upper limit, It is especially preferable that it is 10 mass parts or less, Furthermore, it is preferable that it is 5 mass parts or less.
  • the composition constituting the first hard coat layer 3 may contain silica nanoparticles. Thereby, the amount of cure shrinkage of the first hard coat layer 3 can be further reduced.
  • the average particle diameter of the silica nanoparticles is preferably 2 nm or more as a lower limit, particularly preferably 6 nm or more, and more preferably 8 nm or more. Moreover, it is preferable that it is 300 nm or less as an upper limit, It is especially preferable that it is 100 nm or less, Furthermore, it is preferable that it is 50 nm or less. When the average particle diameter of the silica nanoparticles is 2 nm or more, an effect of reducing the amount of cure shrinkage of the first hard coat layer 3 is more easily obtained.
  • the average particle diameter of the silica nanoparticles is 300 nm or less, light scattering is unlikely to occur in the obtained first hard coat layer 3, and the transparency of the first hard coat layer 3 is increased.
  • the average particle diameter of a silica nanoparticle shall be measured by the zeta potential measuring method.
  • Silica nanoparticles usually have a silanol group on the surface, and the silanol group may reduce the dispersibility in organic solvents and resins with low polarity.
  • the silica nanoparticles may be modified with an organic substance for the purpose of improving dispersibility.
  • Silica nanoparticles are preferably used in the form of an organosol (colloid). By using it in the form of an organosol, the dispersibility of the silica nanoparticles is improved, and the homogeneity and light transmittance of the obtained first hard coat layer 3 are improved.
  • Modification with an organic substance can be performed by a conventional method.
  • a silane coupling agent having a structure such as CH 2 ⁇ C (CH 3 ) COO (CH 2 ) 3 Si (OCH 3 ) 3 is added to the organosol of silica nanoparticles, heated to about 50 ° C., and stirred for several hours. By doing so, the surface of the silica particles can be modified.
  • the structure and amount of the silane coupling agent to be used are appropriately selected according to the required degree of dispersibility of the silica nanoparticles.
  • methyl ethyl ketone, methyl isobutyl ketone, and the like which are excellent in compatibility with the active energy ray-curable component and excellent in volatility when the first hard coat layer 3 is formed, are preferable.
  • the content thereof is preferably 5% by mass or more as the lower limit in the first hard coat layer 3, and particularly 10
  • the content is preferably at least mass%, more preferably at least 30 mass%.
  • the content of silica nanoparticles in the first hard coat layer 3 is preferably 80% by mass or less, particularly preferably 75% by mass or less, and more preferably 70% by mass or less as an upper limit. Preferably there is.
  • the refractive index of the first hard coat layer 3 can be easily set to a value close to the refractive index of the second hard coat layer 4, and the hard coat layer The layer formation using the composition for use becomes easy.
  • content of a silica nanoparticle can be calculated
  • composition constituting the first hard coat layer 3 of the present embodiment may contain various additives in addition to the components described above.
  • various additives include ultraviolet absorbers, antioxidants, light stabilizers, antistatic agents, silane coupling agents, anti-aging agents, thermal polymerization inhibitors, colorants, surfactants, storage stabilizers, plasticizers.
  • the refractive index of the first hard coat layer 3 is preferably 1.40 or more as a lower limit, particularly preferably 1.43 or more, and more preferably 1.45 or more. It is preferable that Further, the refractive index of the first hard coat layer 3 is preferably 1.80 or less as an upper limit, particularly preferably 1.70 or less, and further preferably 1.60 or less. When the refractive index of the first hard coat layer 3 is in the above range, the refractive index difference from the refractive index of the second hard coat layer 4 can be easily set in the above-described range.
  • the thickness of the first hard coat layer 3 is preferably 3 ⁇ m or more, particularly preferably 4 ⁇ m or more, and further preferably 5 ⁇ m or more.
  • the thickness of the first hard coat layer 3 is preferably 30 ⁇ m or less, particularly preferably 20 ⁇ m or less, and further preferably 15 ⁇ m or less.
  • the thickness of the first hard coat layer 3 is 3 ⁇ m or more, curling generated during the production of the hard coat film 1 can be easily suppressed, and the scratch resistance of the first hard coat layer 3 is obtained. Will be better.
  • the thickness of the first hard coat layer 3 is 30 ⁇ m or less, the hard coat film 1 is easily bent and is excellent in bending resistance.
  • the second hard coat layer 4 of the hard coat film 1 imparts high surface hardness to the hard coat film 1 and has excellent scratch resistance. To do.
  • the second hard coat layer 4 is not particularly limited as long as it satisfies the above-described relationship with the refractive index of the first hard coat layer 3 and has a predetermined hardness.
  • the second hard coat layer 4 is preferably made of a material obtained by curing a composition containing an active energy ray-curable component, and is particularly modified with alkylene oxide from the viewpoint of obtaining superior scratch resistance. It is preferably made of a material obtained by curing a composition containing a non-active energy ray-curable component.
  • the active energy ray-curable component the same active energy ray-curable component as that used for the first hard coat layer 3 can be used. However, it is preferable to use an active energy ray-curable component that is not modified with alkylene oxide. Specifically, a polyfunctional (meth) acrylate not modified with alkylene oxide, a urethane acrylate prepolymer, a mixture thereof, and the like are preferable, and in particular, from the viewpoint of obtaining bending resistance without impairing scratch resistance.
  • the second hard coat layer 4 is formed from an active energy ray-curable component containing a polyfunctional (meth) acrylate modified with alkylene oxide
  • the second hard coat layer is used from the viewpoint of scratch resistance.
  • the content of the polyfunctional (meth) acrylate modified with alkylene oxide in the entire active energy ray-curable component used in No. 4 is preferably 60% by mass or less, and preferably 30% by mass or less. More preferred is 10% by mass or less. In addition, as a lower limit, it is 0 mass%.
  • the composition preferably contains a photopolymerization initiator.
  • a photoinitiator the thing similar to the above-mentioned photoinitiator used for the 1st hard-coat layer 3 can be used.
  • the second hard coat layer 4 in the present embodiment may contain a filler. Thereby, a high surface hardness can be imparted to the second hard coat layer 4 and the scratch resistance can be further improved.
  • the filler may be either an organic filler or an inorganic filler, but from the viewpoint of imparting a high surface hardness to the second hard coat layer 4, it is preferable to use an inorganic filler, It is preferable to use an inorganic filler chemically modified with an organic compound having a polymerizable functional group that is polymerized by irradiation with active energy rays.
  • a filler can be used individually by 1 type or in combination of 2 or more types.
  • the inorganic filler examples include metal oxides such as silica, aluminum oxide, zirconium oxide, titanium oxide, zinc oxide, germanium oxide, indium oxide, tin oxide, indium tin oxide (ITO), antimony oxide, and cerium oxide;
  • metal oxides such as silica, aluminum oxide, zirconium oxide, titanium oxide, zinc oxide, germanium oxide, indium oxide, tin oxide, indium tin oxide (ITO), antimony oxide, and cerium oxide
  • metal oxides such as silica, aluminum oxide, zirconium oxide, titanium oxide, zinc oxide, germanium oxide, indium oxide, tin oxide, indium tin oxide (ITO), antimony oxide, and cerium oxide
  • fillers made of metal fluorides such as magnesium fluoride and sodium fluoride.
  • silica and aluminum oxide are preferable from the viewpoint of little influence on optical characteristics, and silica is particularly preferable.
  • the surface of the filler may be chemically modified, and is particularly preferably chemically modified with an organic compound having a polymerizable functional group that is polymerized by irradiation with active energy rays.
  • the specific configuration of the chemical modification is not limited, and an example is a configuration in which a polymerizable functional group is added via a silane coupling agent or the like.
  • the active energy ray irradiation causes the filler and the active energy ray-curable component to be chemically bonded to each other, so that peeling between them is less likely to occur, and the hardness of the second hard coat layer 4 is high. Easy to be.
  • a filler chemically modified with an organic compound having a polymerizable functional group is referred to as a reactive filler.
  • the type of filler is silica, it is referred to as a reactive silica filler.
  • the shape of the filler may be spherical or non-spherical. When it is non-spherical, it may be indefinite, or may have a shape with a high aspect ratio such as a needle shape or a scale shape. From the viewpoint of ensuring the transparency of the second hard coat layer 4, the filler is preferably spherical.
  • the average particle diameter of the filler is preferably 1 nm or more, particularly preferably 3 nm or more, more preferably 5 nm or more, as a lower limit. When the average particle diameter of the filler is 1 nm or more, dispersibility is improved.
  • the average particle size of the filler is preferably 500 nm or less, particularly preferably 200 nm or less, and more preferably 50 nm or less, as an upper limit. When the average particle diameter of the filler is 500 nm or less, light scattering hardly occurs in the obtained second hard coat layer 4, and the transparency of the second hard coat layer 4 is increased.
  • the average particle diameter of a filler shall measure a primary particle diameter with the zeta potential measurement method.
  • the 2nd hard-coat layer 4 of this embodiment contains a filler
  • the content is 5 mass% or more as a lower limit, It is especially preferable that it is 20 mass% or more, Furthermore, It is preferable that it is 50 mass% or more.
  • the filler content in the second hard coat layer 4 is preferably 90% by mass or less, particularly preferably 80% by mass or less, and more preferably 70% by mass or less as an upper limit. It is preferable. When the filler content is 90% by mass or less, layer formation is facilitated.
  • the second hard coat layer 4 of the present embodiment may contain various additives similar to the various additives used in the first hard coat layer 3 in addition to the components described above.
  • the refractive index of the second hard coat layer 4 is preferably 1.40 or more as a lower limit, particularly preferably 1.43 or more, and more preferably 1.45 or more. Further, the refractive index of the second hard coat layer 4 is preferably 1.80 or less as an upper limit, particularly preferably 1.70 or less, and further preferably 1.60 or less. When the refractive index of the second hard coat layer 4 is in the above range, the difference in refractive index from the refractive index of the first hard coat layer 3 can be easily set in the above-described range.
  • the thickness of the second hard coat layer 4 is preferably 0.75 ⁇ m or more, particularly preferably 1 ⁇ m or more, and further preferably 1.5 ⁇ m or more.
  • the thickness of the second hard coat layer 4 is preferably 10 ⁇ m or less, particularly preferably 8 ⁇ m or less, and further preferably 6 ⁇ m or less.
  • the scratch resistance of the second hard coat layer 4 becomes more excellent.
  • the thickness of the second hard coat layer 4 is 10 ⁇ m or less, the hard coat film 1 is more suppressed from curling.
  • the ratio of the thickness of the first hard coat layer 3 to the thickness of the second hard coat layer 4 is preferably 10:90 to 90:10, particularly preferably 40:60 to 80:20. Further, it is preferably 50:50 to 80:20. When the ratio is within the above range, the hard coat film 1 to be obtained has excellent scratch resistance and flex resistance, and curling is further suppressed.
  • the hard coat film 1 which concerns on this embodiment can be preferably manufactured with the following method.
  • a composition containing an active energy ray-curable component is used to form the first hard coat layer 3 and the second hard coat layer 4.
  • composition for 1st hard coat layer 3 which contains the composition (1st composition for 1st hard coat layer 3) which comprises the 1st hard coat layer 3, and the solvent as needed.
  • the composition of the second hard coat layer 4 (the composition for the second hard coat layer 4) and, if desired, the second hard coat layer 4 composition further containing a solvent are applied.
  • the solvent examples include aliphatic hydrocarbons such as hexane and heptane, aromatic hydrocarbons such as toluene and xylene, halogenated hydrocarbons such as methylene chloride and ethylene chloride, methanol, ethanol, propanol, butanol, propylene glycol monomethyl ether, and the like. Alcohols, acetone, methyl ethyl ketone, methyl isobutyl ketone, ketones such as 2-pentanone, isophorone and cyclohexanone, esters such as ethyl acetate and butyl acetate, and cellosolv solvents such as ethyl cellosolve. Only one type of solvent may be used, or two or more types may be mixed and used.
  • the concentration / viscosity of the coating solution is not particularly limited as long as it can be coated, and can be appropriately selected according to the situation.
  • the coating liquid of the composition for the first hard coat layer 3 is applied to one main surface of the base film 2 and dried, and then irradiated with active energy rays under the conditions described below. Thereby, the coating film of the 1st composition for hard-coat layers 3 hardens
  • an active energy ray is irradiated on the below-mentioned conditions. Thereby, the coating film of the 2nd composition for hard-coat layers 4 hardens
  • the formation method of the 1st hard-coat layer 3 and the 2nd hard-coat layer 4 is not restricted to the above-mentioned method, Two-layer coating liquid is apply
  • the coating liquid may be applied by a conventional method, for example, a bar coating method, a knife coating method, a Mayer bar method, a roll coating method, a blade coating method, a die coating method, or a gravure coating method.
  • the coating film can be dried, for example, by heating at 40 to 180 ° C. for about 30 seconds to 5 minutes.
  • ultraviolet rays As the active energy ray, ultraviolet rays, electron beams and the like can be used. Ultraviolet irradiation can be performed with a high-pressure mercury lamp, a fusion H lamp, a xenon lamp, or the like. The irradiation amount of ultraviolet rays is preferably about 50 to 1000 mW / cm 2 in illuminance and about 50 to 1000 mJ / cm 2 in light quantity.
  • the electron beam irradiation can be performed by an electron beam accelerator or the like, and the irradiation amount of the electron beam is preferably about 10 to 1000 krad.
  • the coating film of the first hard coat layer 3 composition and the second hard coat layer 4 composition coating film are shielded from oxygen. It is preferable to irradiate with ultraviolet rays. Thereby, a hard coat film having excellent flex resistance and high surface hardness is effectively formed without being inhibited by oxygen.
  • a cover sheet is laminated on the coating film or an oxygen concentration of It is preferable to set it in a low atmosphere, for example, a nitrogen atmosphere.
  • the reflected light is detected corresponding to each measurement wavelength as a relative value (hereinafter referred to as “reflectance”) where the reflected light from the barium sulfate crystal is 100. That is, a chart in which the horizontal axis is the measurement wavelength and the vertical axis is the reflectance can be obtained. The chart is usually wavy with a plurality of minimum and maximum values.
  • the maximum reflectance difference is preferably 1.5 or less, particularly preferably 1.1 or less, and more preferably 0.6 or less. It can be said that the occurrence of interference fringes is suppressed when the reflectance is 1.5 or less.
  • the hard coat film 1 according to the present embodiment uses a first hard coat having a predetermined refractive index difference and thickness for preventing interference fringes without adding micro-order fine particles. This is solved by providing the layer 3 and the second hard coat layer 4. For this reason, the hard coat film 1 which concerns on this embodiment can be made into the film excellent in the image clarity rather than the case where an interference fringe is prevented by adding micro order fine particle.
  • the image definition is preferably 400% or more, more preferably 430% or more, and particularly preferably 450% or more.
  • the image definition is the total value of each image definition measured with five types of slits (slit widths: 0.125 mm, 0.25 mm, 0.5 mm, 1 mm and 2 mm) in accordance with JIS K7374. Can be obtained as
  • the haze value of the hard coat film 1 measured in accordance with JIS K7136 is preferably 1% or less. More preferably, it is made into 8% or less, and it is especially preferable to set it as 0.5% or less.
  • the other main surface side of the base film 2 in the hard coat film 1 (the surface side opposite to the surface on which the first hard coat layer 3 and the second hard coat layer 4 are laminated) ),
  • the pressure-sensitive adhesive layer 5 may be laminated as shown in FIG. 2 (the hard coat film shown in FIG. 2 is denoted by “1A”). By laminating such a pressure-sensitive adhesive layer 5, the hard coat film 1A can be easily attached to a desired adherend.
  • the pressure-sensitive adhesive constituting the pressure-sensitive adhesive layer 5 is not particularly limited, and a known pressure-sensitive adhesive such as an acrylic pressure-sensitive adhesive, a rubber pressure-sensitive adhesive, or a silicone pressure-sensitive adhesive can be used.
  • the thickness of the pressure-sensitive adhesive layer 5 is not particularly limited, but is usually 5 to 100 ⁇ m, preferably 10 to 60 ⁇ m.
  • the hard coat film 1A according to the present embodiment can be manufactured basically in the same manner as the hard coat film 1 described above. What is necessary is just to form the adhesive layer 5 by a conventional method.
  • the release sheet may be laminated
  • the hard coat film 1, 1 ⁇ / b> A is, for example, a flexible display in various electronic devices, particularly mobile electronic devices, specifically, a liquid crystal display (LCD), an organic EL. It can be preferably used as a flexible member for the surface layer (protective film) of various flexible displays such as displays (OELD) and electronic paper modules (film-shaped electronic paper).
  • LCD liquid crystal display
  • organic EL organic EL
  • OELD displays
  • electronic paper modules film-shaped electronic paper
  • the side of the hard coat film 1, 1A where the first hard coat layer 3 and the second hard coat layer 4 are present is the inner side. It is preferable to bend. This makes it difficult for defects such as cracks to occur in the first hard coat layer 3 and the second hard coat layer 4.
  • Acetic anhydride and pyridine were added to the obtained polyamic acid solution, and after sufficiently stirring, it was coated on a glass plate and slowly heated from room temperature to 180 ° C. After reaching 180 ° C., the mixture was heated for a certain period of time, and then evacuated to completely remove volatile components. Finally, a polyimide film with a film thickness of 25 ⁇ m was obtained by cooling to room temperature under vacuum. When the polyimide film was measured, b * was 0.61, the refractive index was 1.62, and the transmittance at a wavelength of 550 nm was 90%.
  • the film thickness of the polyimide film was measured using a constant pressure thickness measuring instrument (manufactured by Teclock Co., product name “PG-02”) in accordance with JIS K7130.
  • a simultaneous measurement spectroscopic color difference meter (manufactured by Nippon Denshoku Industries Co., Ltd., product name “SQ-2000”) is used as a measuring device, and a C light source 2 ° field of view (C / 2) is used as a light source Used, b * of the L * a * b * color system was measured by transmission measurement.
  • the transmittance at a wavelength of 550 nm was measured using an ultraviolet visible near infrared spectral transmittance meter (manufactured by Shimadzu Corporation, product name “UV3600”).
  • Example 1 100 parts by mass of ethylene oxide-modified dipentaerythritol hexaacrylate (introduced 12 mol of ethylene oxide) as an active energy ray-curable component (in terms of solid content; hereinafter the same), 5 parts by mass of 1-hydroxycyclohexyl phenyl ketone as a photopolymerization initiator, was stirred and mixed in a mixed solvent in which methyl isobutyl ketone and cyclohexanone were mixed at a mass ratio of 1: 1 to obtain a first hard coat layer composition coating solution.
  • the coating liquid of the said composition for 1st hard-coat layers was apply
  • the coating film of the 1st composition for hard-coat layers was formed by making it heat-dry for minutes.
  • the coating film of the first hard coat layer composition is cured by irradiating ultraviolet rays under the following conditions, and the 5 ⁇ m thick first coating film is cured. 1 hard coat layer was formed.
  • a coating liquid of the second hard coat layer composition is applied onto the obtained first hard coat layer, and is dried by heating at 70 ° C. for 1 minute, for the second hard coat layer.
  • a coating film of the composition was formed.
  • the coating film of the second hard coat layer composition is cured by irradiating ultraviolet rays from the coating film side of the second hard coat layer composition under the following conditions, and the second hard coat layer composition has a thickness of 5 ⁇ m.
  • a hard coat layer was formed. Thereby, the hard coat in which the first hard coat layer (thickness: 5 ⁇ m) and the second hard coat layer (thickness: 5 ⁇ m) were formed in order on the polyimide film (thickness: 25 ⁇ m) as the base film. A film was obtained.
  • UV irradiation device UV irradiation device manufactured by GS Yuasa Corporation
  • Light source High pressure mercury lamp
  • Lamp power 1.4 kW
  • Illuminance 100 mW / cm 2
  • Light intensity 240 mJ / cm 2
  • Conveyor speed 1.2m / min ⁇ UV irradiation under nitrogen atmosphere (oxygen concentration 1% or less)
  • Examples 2 to 5 Comparative Examples 1 to 6
  • Kinds and blending ratios of components constituting the first hard coat layer composition and the second hard coat layer composition, the thicknesses of the first hard coat layer and the second hard coat layer, and the substrate A hard coat film was produced in the same manner as in Example 1 except that the type and thickness of the film were changed as shown in Table 1.
  • the total thickness of the first hard coat layer and the second hard coat layer was calculated and shown in Table 1.
  • the refractive indices of the first hard coat layer and the second hard coat layer were measured under the conditions of a measurement wavelength of 589 nm and a measurement temperature of 25 ° C. (product name “M- 2000 "”) and measured according to JIS K7142 (2008). The results are shown in Table 2.
  • Test Example 3 Evaluation of scratch resistance
  • the surface of the hard coat layer of the hard coat film produced in Examples and Comparative Examples was rubbed 10 times with a load of 125 g weight / cm 2 using # 0000 steel wool, and the range of 100 mm in length and 20 mm in width was tested. It was. The number of scratches in the test range was visually confirmed under a three-wavelength fluorescent lamp, and scratch resistance was evaluated according to the following criteria. The results are shown in Table 2. ⁇ : The number of scratches was less than 20. X: The number of scratches was 20 or more.
  • the hard coat films obtained in the examples were excellent in scratch resistance and optical properties, were excellent in flex resistance, and were less likely to cause interference fringes and curls.
  • the hard coat film of the present invention is suitable as a flexible member constituting a flexible display that is repeatedly bent, particularly as a protective film located on the surface layer.

Abstract

Ce film de revêtement dur 1 est pourvu d'un film de substrat 2, d'une première couche de revêtement dur 3 qui est stratifiée sur au moins une surface principale du film de substrat 2, et une seconde couche de revêtement dur qui est stratifiée sur la surface principale de la première couche de revêtement dur à l'opposé du film de substrat, le film de substrat 2 étant un film de polyimide, la première couche de revêtement dur 3 et la seconde couche de revêtement dur 4 étant formées à partir de matériaux mutuellement différents, la valeur absolue de la différence entre l'indice de réfraction de la première couche de revêtement dur 3 et l'indice de réfraction de la seconde couche de revêtement dur 4 est inférieure ou égale à 0,04, et le total de l'épaisseur de la première couche de revêtement dur 3 et de l'épaisseur de la seconde couche de revêtement dur 4 est de 7-35 µm. Le film de revêtement dur 1 a une résistance à la flexion permettant de résister à une flexion répétée, n'est pas sujet à générer un gondolage et n'est pas sujet à générer des franges d'interférence.
PCT/JP2016/074567 2016-08-23 2016-08-23 Film de revêtement dur WO2018037489A1 (fr)

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CN201680085288.4A CN109073789B (zh) 2016-08-23 2016-08-23 硬涂膜
JP2017507032A JP6216907B1 (ja) 2016-08-23 2016-08-23 ハードコートフィルム
PCT/JP2016/074567 WO2018037489A1 (fr) 2016-08-23 2016-08-23 Film de revêtement dur
CN202110239725.6A CN113009602B (zh) 2016-08-23 2016-08-23 硬涂膜
TW106114771A TWI759298B (zh) 2016-08-23 2017-05-04 硬塗薄膜

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JP7295769B2 (ja) 2019-10-04 2023-06-21 アイカ工業株式会社 ハードコートフィルム

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WO2018180304A1 (fr) * 2017-03-29 2018-10-04 大日本印刷株式会社 Film optique et dispositif d'affichage d'image
EP3700743A4 (fr) 2017-10-27 2021-08-11 Applied Materials, Inc. Films de lentilles de recouvrement souples
KR102638825B1 (ko) * 2018-01-24 2024-02-21 주식회사 동진쎄미켐 폴리이미드 필름 및 그 제조방법
CN112055822A (zh) 2018-05-10 2020-12-08 应用材料公司 用于柔性显示器的可置换盖板透镜
JP7404406B2 (ja) 2019-06-26 2023-12-25 アプライド マテリアルズ インコーポレイテッド 折り畳み式ディスプレイ用の可撓性多層カバーレンズ積層体
CN114292541A (zh) * 2021-12-23 2022-04-08 南通纳尔材料科技有限公司 一种光学透明抗污耐刮擦保护膜组合物

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CN109073789B (zh) 2021-07-13
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TWI759298B (zh) 2022-04-01
JPWO2018037489A1 (ja) 2018-08-23
CN113009602A (zh) 2021-06-22
CN113009602B (zh) 2023-05-23
KR102619222B1 (ko) 2023-12-28
TW201808607A (zh) 2018-03-16
KR20190039466A (ko) 2019-04-12

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