CN110655881A - Adhesive composition, surface protective film, and optical film - Google Patents

Adhesive composition, surface protective film, and optical film Download PDF

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Publication number
CN110655881A
CN110655881A CN201910570196.0A CN201910570196A CN110655881A CN 110655881 A CN110655881 A CN 110655881A CN 201910570196 A CN201910570196 A CN 201910570196A CN 110655881 A CN110655881 A CN 110655881A
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China
Prior art keywords
film
polarizing film
meth
sensitive adhesive
pressure
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CN201910570196.0A
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Chinese (zh)
Inventor
小川圭太
山形真人
片冈贤一
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Nitto Denko Corp
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Nitto Denko Corp
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Publication of CN110655881A publication Critical patent/CN110655881A/en
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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
    • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
    • C09J133/04—Homopolymers or copolymers of esters
    • C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09J133/062—Copolymers with monomers not covered by C09J133/06
    • C09J133/066—Copolymers with monomers not covered by C09J133/06 containing -OH groups
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/02—Non-macromolecular additives
    • C09J11/06—Non-macromolecular additives organic
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/08—Macromolecular additives
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
    • C09J175/04—Polyurethanes
    • 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
    • C09J183/00—Adhesives based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Adhesives based on derivatives of such polymers
    • C09J183/04—Polysiloxanes
    • 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
    • C09J7/25—Plastics; Metallised plastics based on macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds
    • C09J7/255—Polyesters
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
    • 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
    • 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
    • G02F1/133528—Polarisers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2301/00—Additional features of adhesives in the form of films or foils
    • C09J2301/30—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
    • C09J2301/312—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier parameters being the characterizing feature
    • 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
    • C09J2433/00—Presence of (meth)acrylic polymer
    • 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
    • C09J2467/00—Presence of polyester
    • C09J2467/006—Presence of polyester in the substrate

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  • Chemical & Material Sciences (AREA)
  • Physics & Mathematics (AREA)
  • Organic Chemistry (AREA)
  • Optics & Photonics (AREA)
  • General Physics & Mathematics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Nonlinear Science (AREA)
  • Mathematical Physics (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Polarising Elements (AREA)
  • Adhesive Tapes (AREA)
  • Laminated Bodies (AREA)

Abstract

Provided are an adhesive composition, a surface protective film, and an optical film. Provided is an adhesive composition for a reflective polarizing film, which can be used for a surface protective film having excellent anti-peeling electrification properties for a reflective polarizing film and used exclusively for the purpose of a reflective polarizing film. The adhesive composition for a reflective polarizing film of the present invention is characterized by containing an ionic compound which is liquid at room temperature (25 ℃) and has a viscosity (25 ℃) of 550 mPas or less, and an adhesive polymer.

Description

Adhesive composition, surface protective film, and optical film
Technical Field
The invention relates to an adhesive composition, a surface protective film, and an optical film.
The adhesive composition for a reflective polarizing film of the present invention is useful as a surface protective film for a reflective polarizing film used for protecting the surface of a reflective polarizing film used in a liquid crystal display or the like.
Background
In recent years, when transporting optical components and electronic components and mounting the components on a printed circuit board, the components are transported in a state of being packaged in a predetermined sheet or in a state of being attached with an adhesive tape. Among them, surface protective films are widely used in the field of, in particular, optical/electronic parts.
The surface protecting film is generally stuck to a subject to be protected via an adhesive layer applied to the base film side, and is used for preventing scratches and dirt generated during processing and transportation of the subject to be protected (patent document 1). For example, a panel of a liquid crystal display is formed by attaching an optical film such as a polarizing film or a reflection-type polarizing film (e.g., a brightness enhancement film) to a liquid crystal cell via an adhesive layer. Among these optical films, a surface protective film is bonded via an adhesive layer, and scratches and stains generated during processing and transportation of a protected object are prevented.
In particular, in recent years, integration of optical films has been advanced, and a reflection type polarizing film is sometimes used by being stuck to a panel of a liquid crystal display in a state of being integrated with an optical film such as a polarizing plate or a polarizing film via an adhesive layer or an adhesive layer.
A reflection-type polarizing film (for example, a brightness enhancement film) is an optical film having a function of transmitting polarized light orthogonal to the direction of the reflection axis thereof and reflecting polarized light parallel to the direction of the reflection axis thereof, and a film having a multilayer structure is used in which films made of materials having different refractive index anisotropies are alternately laminated.
When a polarizing film with a reflection type polarizing film is used for a panel, in addition to the period until the reflection type polarizing film and the polarizing film are integrated, a surface protective film is stuck to the surface of the reflection type polarizing film via an adhesive layer, but static electricity is charged when the polarizing film is peeled from the reflection type polarizing film at a stage where the surface protective film is not needed, and the following problems occur when the polarizing film is used for a panel: the whitening phenomenon of the panel occurs, causing a reduction in inspection efficiency. In particular, when the reflective polarizing film has a multilayer structure, it is easily charged, which is problematic.
In recent years, an attempt has been made to improve the peeling electrification preventing property by using an alkali metal salt or the like as an antistatic agent for a pressure-sensitive adhesive layer constituting a surface protective film, for example, to suppress the whitening phenomenon of a panel when the surface protective film is peeled from a polarizing film. However, even when the polarizing film is imparted with a peeling electrification preventing property, the reflection type polarizing film formed of a multilayer structure which is easily electrified cannot prevent the whitening phenomenon of the panel.
Documents of the prior art
Patent document
Patent document 1: japanese patent laid-open publication No. 2017-203167
Disclosure of Invention
Problems to be solved by the invention
Therefore, it is desired to develop a surface protective film that can protect not only the surface of the polarizing film but also the surface of the reflective polarizing film formed of a multilayer structure.
Accordingly, an object of the present invention is to solve the problems of the conventional reflective polarizing film and to provide an adhesive composition for a reflective polarizing film, which can be used for a surface protective film for a reflective polarizing film having excellent anti-peeling electrification properties to the reflective polarizing film.
Means for solving the problems
That is, the adhesive composition for a reflective polarizing film of the present invention is characterized by containing an ionic compound which is liquid at room temperature (25 ℃) and has a viscosity (25 ℃) of 550 mPas or less, and an adhesive polymer.
In the adhesive composition for a reflection-type polarizing film of the present invention, the adhesive polymer is preferably at least 1 selected from the group consisting of a (meth) acrylic polymer, a urethane polymer, and a silicone polymer.
The adhesive composition for a reflective polarizing film of the present invention preferably contains a silicone component.
The surface protective film for a reflective polarizing film of the present invention preferably has a pressure-sensitive adhesive layer comprising the pressure-sensitive adhesive composition for a reflective polarizing film on at least one side of a base film.
The optical film of the present invention preferably comprises the surface protective film for a reflective polarizing film and a reflective polarizing film.
ADVANTAGEOUS EFFECTS OF INVENTION
The present invention is useful for providing a pressure-sensitive adhesive composition for a reflective polarizing film which can be used for a surface protective film which is used exclusively for the purpose of a reflective polarizing film and has excellent anti-peeling electrification properties for the reflective polarizing film.
Drawings
Fig. 1 is a schematic cross-sectional view showing a polarizing film with a reflection-type polarizing film to which a surface protective film is attached according to an embodiment of the present invention.
FIG. 2 is a schematic configuration diagram of a potential measuring section for measuring a peeling electrification voltage in an example and the like.
Description of the reference numerals
1 surface protective film
2 polarizing film with reflection type polarizing film
2' polarizing film
3 fixed station
4 electric potential measuring device
10 antistatic layer
20 base material film
30 adhesive layer
40 reflection type polarizing film
50 adhesive layer
60 polarizing plate
70 conductive adhesive layer (B)
Detailed Description
Hereinafter, embodiments of the present invention will be described in detail.
< integral Structure of surface protective film >
The surface protective film disclosed herein is generally in the form of a pressure-sensitive adhesive sheet, pressure-sensitive adhesive tape, pressure-sensitive adhesive label, pressure-sensitive adhesive film, or the like, and is particularly suitable as a surface protective film for protecting the surface of a reflective polarizing film during processing or transportation of the reflective polarizing film. The pressure-sensitive adhesive layer in the surface protective film is typically formed continuously, but is not limited to this form, and may be formed in a regular or random pattern such as dots or stripes, for example. The surface protection film disclosed herein may be in the form of a roll or a sheet.
< substrate film >
The surface protective film for a reflective polarizing film of the present invention (hereinafter, may be simply referred to as "surface protective film") preferably has a base film. In the technique disclosed herein, the resin material constituting the base film may be used without particular limitation, and for example, a material excellent in properties such as transparency, mechanical strength, thermal stability, moisture-shielding property, isotropy, flexibility, and dimensional stability is preferably used. In particular, the base film is flexible, so that the adhesive composition can be applied by a roll coater or the like and can be wound up in a roll shape, which is useful.
As the base film, for example, a film formed of a polyester polymer such as polyethylene terephthalate (PET), polyethylene naphthalate (PEN), polybutylene terephthalate; cellulose polymers such as cellulose diacetate and cellulose triacetate; a polycarbonate-series polymer; acrylic polymers such as polymethyl methacrylate; a plastic film made of a resin material containing a cycloolefin polymer or the like as a main resin component (a main component in the resin component, typically, a component accounting for 50% by weight or more) is used as the base film. Other examples of the resin material include styrene polymers such as polystyrene and acrylonitrile-styrene copolymer; olefin polymers such as polyethylene, polypropylene, polyolefins having a cyclic and/or norbornene structure, and ethylene-propylene copolymers; a vinyl chloride polymer; amide polymers such as nylon 6,6 and aromatic polyamide; and the like as the resin material. Examples of the resin material include imide polymers, sulfone polymers, polyethersulfone polymers, polyether ether ketone polymers, polyphenylene sulfide polymers, vinyl alcohol polymers, vinylidene chloride polymers, vinyl butyral polymers, arylate polymers, polyoxymethylene polymers, and epoxy polymers. The base film may be a base film formed from a blend of 2 or more of the above polymers.
As the base film, a plastic film made of a transparent thermoplastic resin material can be preferably used. Among the above plastic films, a polyester film is more preferable. Here, the polyester film is a film containing, as a main resin component, a polymer material (polyester resin) having a main skeleton based on ester bonds, such as polyethylene terephthalate (PET), polyethylene naphthalate (PEN), and polybutylene terephthalate. The polyester film has properties preferable as a base film of a surface protective film, such as excellent optical properties and dimensional stability, and has a property of being easily charged as it is.
The resin material constituting the base film may be blended with various additives such as an antioxidant, an ultraviolet absorber, a plasticizer, a colorant (pigment, dye, etc.) and the like, as required. For example, a known or conventional surface treatment such as corona discharge treatment, plasma treatment, ultraviolet irradiation treatment, acid treatment, alkali treatment, and coating with a primer may be performed. Such a surface treatment may be, for example, a treatment for improving adhesion between the base film and the adhesive layer (anchoring property of the adhesive layer).
The surface protective film of the present invention may also use a plastic film subjected to antistatic treatment as the base film. The use of the base film is preferable because the electrification of the surface protective film itself at the time of peeling is suppressed. The base film is a plastic film, and by subjecting the plastic film to antistatic treatment, a surface protection film having reduced electrification of the surface protection film itself and excellent antistatic ability against an adherend (reflection-type polarizing film) can be obtained. The method for imparting the antistatic function is not particularly limited, and conventionally known methods can be used, and examples thereof include: a method of applying an antistatic resin comprising an antistatic agent and a resin component, a conductive polymer, and a conductive resin containing a conductive substance; a method of evaporating or plating a conductive material; in addition, a method of incorporating an antistatic agent or the like; a method of forming an antistatic layer, and the like.
The thickness of the base film is usually about 5 to 200 μm, preferably about 10 to 100 μm. When the thickness of the base film is within the above range, the adhesion workability to an adherend (reflection-type polarizing film) and the peeling workability from the adherend are excellent, and therefore, the thickness is preferable.
The surface protective film disclosed herein may also be implemented in a manner of including an antistatic layer and further other layers in addition to the base material film and the adhesive layer. Examples of the other layer include an undercoat layer (anchor layer) for improving the anchoring properties of the antistatic layer and the adhesive layer.
< adhesive composition >
The adhesive composition for a reflective polarizing film of the present invention is characterized by containing an ionic compound which is liquid at room temperature (25 ℃) and has a viscosity (25 ℃) of 550 mPas or less, and an adhesive polymer. By using the ionic compound, a reflection type polarizing film having a multilayer structure which is easily charged is attached to a film, and even after peeling, the peeling electrification preventing property is excellent, which is a preferable mode, compared with an optical film such as a polarizing film.
The pressure-sensitive adhesive composition of the present invention is not particularly limited as long as it contains a pressure-sensitive adhesive polymer having pressure-sensitive adhesiveness, and a pressure-sensitive adhesive layer can be formed from the pressure-sensitive adhesive composition. As the adhesive composition, for example, an acrylic adhesive, a urethane adhesive, a synthetic rubber adhesive, a natural rubber adhesive, a silicone adhesive, or the like can be used, among them, the adhesive polymer is more preferably at least 1 selected from the group consisting of a (meth) acrylic polymer, a urethane polymer and a silicone polymer, and more preferably (contains) at least 1 selected from the group consisting of an acrylic adhesive containing a (meth) acrylic polymer, a urethane adhesive containing a urethane polymer and a silicone adhesive containing a silicone polymer, and particularly preferably an acrylic adhesive, the acrylic pressure-sensitive adhesive uses a (meth) acrylic polymer as the pressure-sensitive adhesive polymer.
When an acrylic pressure-sensitive adhesive is used for the pressure-sensitive adhesive layer, a (meth) acrylic monomer having an alkyl group having 1 to 14 carbon atoms can be used as a main monomer in a (meth) acrylic polymer that is a pressure-sensitive adhesive polymer constituting the acrylic pressure-sensitive adhesive. As the (meth) acrylic monomer, 1 or 2 or more species can be used. By using the (meth) acrylic monomer having an alkyl group having 1 to 14 carbon atoms, the peel strength (adhesive strength) to an adherend (reflective polarizing film) can be easily controlled to be low, and a surface protective film having excellent light peelability (repeelability) can be obtained.
In the present invention, the term (meth) acrylic polymer means an acrylic polymer and/or a methacrylic polymer, and the term (meth) acrylate means an acrylate and/or a methacrylate. Further, as the (meth) acrylic monomer, 1 or 2 or more species may be used as the main component.
Specific examples of the (meth) acrylic monomer having an alkyl group having 1 to 14 carbon atoms include methyl (meth) acrylate, ethyl (meth) acrylate, n-butyl (meth) acrylate, sec-butyl (meth) acrylate, tert-butyl (meth) acrylate, isobutyl (meth) acrylate, hexyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, n-octyl (meth) acrylate, isooctyl (meth) acrylate, n-nonyl (meth) acrylate, isononyl (meth) acrylate, n-decyl (meth) acrylate, isodecyl (meth) acrylate, n-dodecyl (meth) acrylate, n-tridecyl (meth) acrylate, and n-tetradecyl (meth) acrylate.
Among them, the surface protective film may include (meth) acrylic monomers having an alkyl group having 4 to 14 carbon atoms such as n-butyl (meth) acrylate, hexyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, n-octyl (meth) acrylate, isooctyl (meth) acrylate, n-nonyl (meth) acrylate, isononyl (meth) acrylate, n-decyl (meth) acrylate, isodecyl (meth) acrylate, n-dodecyl (meth) acrylate, n-tridecyl (meth) acrylate, and n-tetradecyl (meth) acrylate, as suitable monomers. In particular, by using a (meth) acrylic monomer having an alkyl group having 4 to 14 carbon atoms, the peeling force (adhesive force) to an adherend (reflective polarizing film) can be easily controlled to be low, and the light peeling property (re-peeling property) is excellent.
In particular, the (meth) acrylic monomer having an alkyl group having 1 to 14 carbon atoms is preferably contained in an amount of 70% by weight or more, more preferably 80% by weight or more, further preferably 85 to 99% by weight, and particularly preferably 88 to 98% by weight, based on 100% by weight of the total amount of the monomer components constituting the (meth) acrylic polymer. If the content is less than 70% by weight, the adhesive composition will have an appropriate wettability and the cohesive strength of the adhesive layer will be poor, which is not preferable.
The (meth) acrylic polymer preferably contains a hydroxyl group-containing (meth) acrylic monomer as a monomer component. As the hydroxyl group-containing (meth) acrylic monomer, 1 or 2 or more species can be used. By using the hydroxyl group-containing (meth) acrylic monomer, crosslinking and the like of the pressure-sensitive adhesive composition can be easily controlled, and the balance between improvement of wettability by flow and reduction of peel force (adhesive force) at the time of peeling can be easily controlled.
Examples of the hydroxyl group-containing (meth) acrylic monomer include 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, 6-hydroxyhexyl (meth) acrylate, 8-hydroxyoctyl (meth) acrylate, 10-hydroxydecyl (meth) acrylate, 12-hydroxylauryl (meth) acrylate, 4-hydroxymethylcyclohexyl (4-hydroxymethylcyclohexyl) methyl acrylate, and N-methylol (meth) acrylamide. In particular, the use of a hydroxyl group-containing (meth) acrylic monomer having an alkyl group of 4 or more carbon atoms is preferable because light peeling is facilitated at the time of high-speed peeling.
The hydroxyl group-containing (meth) acrylic monomer is preferably contained in an amount of 20 wt% or less, more preferably 18 wt% or less, still more preferably 0.1 to 16 wt%, and particularly preferably 1 to 14 wt% based on 100 wt% of the total amount of the monomer components constituting the (meth) acrylic polymer. When the content is within the above range, the balance between the wettability of the adhesive composition and the cohesive force of the resulting adhesive layer can be easily controlled, and therefore, this is preferable.
Further, as the other polymerizable monomer component, a polymerizable monomer or the like for adjusting the glass transition temperature and/or the peelability of the (meth) acrylic polymer so as to have a Tg of 0 ℃ or lower (usually-100 ℃ or higher) may be used within a range not to impair the effect of the present invention, from the viewpoint of easily obtaining the balance of the adhesive performance.
As the polymerizable monomer other than the (meth) acrylic monomer having an alkyl group having 1 to 14 carbon atoms and the hydroxyl group-containing (meth) acrylic monomer that can be used in the (meth) acrylic polymer, a carboxyl group-containing (meth) acrylic monomer can be used. The use of the carboxyl group-containing (meth) acrylic monomer is preferable because it suppresses an increase in adhesive strength of the surface protective film (pressure-sensitive adhesive layer) with time, and is excellent in light peelability (removability), prevention of an increase in adhesive strength, and workability, and also excellent in shear force together with cohesive force of the pressure-sensitive adhesive layer.
Examples of the carboxyl group-containing (meth) acrylic monomer include (meth) acrylic acid, carboxyethyl (meth) acrylate, and carboxypentyl (meth) acrylate.
The carboxyl group-containing (meth) acrylic monomer is preferably 0 to 3% by weight, more preferably 0.001 to 2% by weight, even more preferably 0.005 to 1% by weight, and particularly preferably 0.001 to 0.5% by weight, based on 100% by weight of the total amount of the monomer components constituting the (meth) acrylic polymer. When the content is within the above range, the balance between the wettability of the adhesive composition and the cohesive force of the resulting adhesive layer can be easily controlled, and therefore, this is preferable.
The other polymerizable monomer may be used without particular limitation as long as the properties of the present invention are not impaired. For example, a component for improving cohesive force/heat resistance such as a cyano group-containing monomer, a vinyl ester monomer, or an aromatic vinyl monomer, a component for improving peeling force (adhesive force) such as an amide group-containing monomer, an imide group-containing monomer, an amino group-containing monomer, an epoxy group-containing monomer, N-acryloylmorpholine, or a vinyl ether monomer, and a component having a functional group which functions as a crosslinking base point can be suitably used. Among them, nitrogen-containing monomers such as a cyano group-containing monomer, an amide group-containing monomer, an imide group-containing monomer, an amino group-containing monomer, and N-acryloylmorpholine are preferably used. These polymerizable monomers may be used in 1 kind or 2 or more kinds.
Examples of the cyano group-containing monomer include acrylonitrile and methacrylonitrile.
Examples of the amide group-containing monomer include acrylamide, methacrylamide, diethylacrylamide, N-vinylpyrrolidone, N-dimethylacrylamide, N-dimethylmethacrylamide, N-diethylacrylamide, N-diethylmethacrylamide, N' -methylenebisacrylamide, N-dimethylaminopropylacrylamide, N-dimethylaminopropylmethacrylamide, diacetoneacrylamide and the like.
Examples of the imide group-containing monomer include cyclohexylmaleimide, isopropylmaleimide, N-cyclohexylmaleimide, and itaconimide.
Examples of the amino group-containing monomer include aminoethyl (meth) acrylate, N-dimethylaminoethyl (meth) acrylate, and N, N-dimethylaminopropyl (meth) acrylate.
Examples of the vinyl ester monomer include vinyl acetate, vinyl propionate, and vinyl laurate.
Examples of the aromatic vinyl monomer include styrene, chlorostyrene, chloromethylstyrene, α -methylstyrene, and other substituted styrenes.
Examples of the epoxy group-containing monomer include glycidyl (meth) acrylate, methylglycidyl (meth) acrylate, and allyl glycidyl ether.
Examples of the vinyl ether monomer include methyl vinyl ether, ethyl vinyl ether, and isobutyl vinyl ether.
The other polymerizable monomer is preferably 0 to 30% by weight, more preferably 0 to 20% by weight, based on 100% by weight of the total amount of the monomer components constituting the (meth) acrylic polymer. The other polymerizable monomer may be suitably adjusted to obtain desired characteristics.
The (meth) acrylic polymer may further contain an alkylene oxide group-containing reactive monomer as a monomer component.
The weight average molecular weight (Mw) of the (meth) acrylic polymer is preferably 10 to 200 ten thousand, more preferably 20 to 100 ten thousand, still more preferably 30 to 80 ten thousand, and particularly preferably 30 to 70 ten thousand. When the weight average molecular weight is less than 10 ten thousand, the cohesive force of the adhesive layer becomes small, and adhesive residue tends to occur. On the other hand, when the weight average molecular weight exceeds 200 ten thousand, the fluidity of the polymer decreases, and the wetting of the adherend (reflective polarizing film) becomes insufficient, and the swelling tends to occur between the adherend and the pressure-sensitive adhesive layer of the surface protective film. The weight average molecular weight is a value measured by GPC (gel permeation chromatography).
The glass transition temperature (Tg) of the (meth) acrylic polymer is preferably 0 ℃ or lower, more preferably-20 ℃ or lower, still more preferably-40 ℃ or lower, and particularly preferably-50 ℃ or lower (usually-100 ℃ or higher). When the glass transition temperature is higher than 0 ℃, the polymer is difficult to flow, and for example, the wetting of the adherend (reflective polarizing film) is insufficient, and the polymer tends to cause swelling between the adherend and the pressure-sensitive adhesive layer of the surface protective film. Among them, a pressure-sensitive adhesive layer having excellent wettability to an adherend and light peelability (removability) can be easily obtained by setting the glass transition temperature to-60 ℃ or lower. The glass transition temperature of the (meth) acrylic polymer can be adjusted to fall within the above range by appropriately changing the monomer components and the composition ratio used.
The polymerization method of the (meth) acrylic polymer is not particularly limited, and polymerization can be carried out by a known method such as solution polymerization, emulsion polymerization, bulk polymerization, or suspension polymerization, and solution polymerization is a more preferable mode particularly from the viewpoint of handling properties and characteristics such as low staining property to an adherend (reflective polarizing film). The polymer obtained may be any of a random copolymer, a block copolymer, an alternating copolymer, a graft copolymer, and the like.
When a urethane adhesive is used for the adhesive layer, any appropriate urethane adhesive can be used. As such a urethane adhesive, an adhesive containing a urethane polymer that is an adhesive polymer obtained by reacting a polyol with a polyisocyanate compound is preferably used. Examples of the polyol include polyether polyol, polyester polyol, polycarbonate polyol, and polycaprolactone polyol. Examples of the polyisocyanate compound include diphenylmethane diisocyanate, tolylene diisocyanate, and hexamethylene diisocyanate.
When a silicone adhesive is used for the adhesive layer, any suitable silicone adhesive can be used. As such a silicone adhesive, an adhesive obtained by blending or aggregating a silicone polymer as an adhesive polymer is preferably used.
Examples of the silicone adhesive include an addition reaction curable silicone adhesive and a peroxide curable silicone adhesive. Among these silicone-based adhesives, addition reaction curing type silicone-based adhesives are preferred in that no peroxide (benzoyl peroxide or the like) is used and no decomposition products are generated.
In the case where a polyalkyl silicone-based adhesive is obtained, for example, as the curing reaction of the addition reaction curable silicone-based adhesive, a method of curing a polyalkyl hydrosiloxane composition using a platinum catalyst is generally exemplified.
< Ionic Compound >
The adhesive composition is characterized by containing an ionic compound which is liquid at room temperature (25 ℃) and has a viscosity (25 ℃) of 550 mPas or less. The ionic compound is a so-called ionic liquid, which means a molten salt that is liquid at room temperature (25 ℃). By containing the ionic compound, excellent antistatic property and anti-peeling electrification property can be provided. The reason why the use of the ionic compound gives excellent antistatic properties is not clear in detail, but it is considered that the addition to a pressure-sensitive adhesive (pressure-sensitive adhesive composition) and the dispersion or dissolution are facilitated and excellent antistatic ability can be obtained, compared with an antistatic agent which is solid at room temperature, because the ionic compound is liquid at room temperature (25 ℃). In particular, when antistatic property is required for an adherend (reflection-type polarizing film), it is considered that excellent peeling electrification preventing property of the adherend is achieved by extremely small amount of transfer of the ionic compound to the adherend.
The ionic compound has a viscosity at 25 ℃ (room temperature) of 550 mPas or less, preferably 500 mPas or less, more preferably 450 mPas or less, further preferably 10 to 400 mPas, and particularly preferably 15 to 250 mPas. When the viscosity of the ionic compound at 25 ℃ is within the above range, the ionic compound tends to have high conductivity (electrical conductivity), and the resulting peeling electrification voltage can be rapidly released, and the ionic compound has high fluidity and good dispersion in the pressure-sensitive adhesive layer, and the ionic compound is likely to move on the surface of the pressure-sensitive adhesive layer in contact with the adherend (reflective polarizing film), and the high-dimensional peeling electrification can be prevented, which is a preferable mode. The viscosity in the present invention was measured at 25 ℃ using a viscometer (RE-85U, manufactured by Toyobo industries Co., Ltd.). The conical rotor was measured using a1 ° 34' xr 24 rotating speed of 12 rpm.
The ionic compound has a conductivity (25 ℃) of preferably 0 to 20mS/cm, more preferably 0.01 to 18mS/cm, and still more preferably 0.1 to 16 mS/cm. When the ionic compound has an electrical conductivity (conductivity) at 25 ℃ within the above range, the generated peeling electrification voltage can be rapidly released, and excellent peeling electrification preventing properties can be exhibited even in an adherend (reflection-type polarizing film) having a multilayer structure and being easily electrified, which is a preferable embodiment.
The ionic compound may be in a liquid state at room temperature (25 ℃) and have a viscosity (25 ℃) of 550mPa · s or less, and for example, a compound composed of a cationic component (organic cationic component) and an anionic component is preferably used, and particularly, from the viewpoint of low viscosity and high conductivity (electric conductivity), the following ionic compounds are preferably used.
Examples of the ionic compound include 1-ethyl-3-methylimidazolium tetrafluoroborate, 1-ethyl-3-methylimidazolium bis (fluorosulfonyl) imide salt, 1-ethyl-3-methylimidazolium bis (trifluoromethanesulfonyl) imide salt, 1-methyl-3-propylimidazolium bis (trifluoromethanesulfonyl) imide salt, 1-butyl-3-methylimidazolium bis (trifluoromethanesulfonyl) imide salt, 1-hexyl-3-methylimidazolium bis (trifluoromethanesulfonyl) imide salt, 1-decyl-3-methylimidazolium bis (trifluoromethanesulfonyl) imide salt, 1-butyl-3-dodecylimidazolium bis (trifluoromethanesulfonyl) imide salt, and 1-ethyl-2, 3-dimethylimidazolium bis (trifluoromethanesulfonyl) imide salt, 1, 2-dimethyl-3-propylimidazolium bis (trifluoromethanesulfonyl) imide salt, 1-butyl-2-3-dimethylimidazolium bis (trifluoromethanesulfonyl) imide salt, 1-ethyl-3-vinylimidazolium bis (trifluoromethanesulfonyl) imide salt, 1-butyl-3-vinylimidazolium bis (trifluoromethanesulfonyl) imide salt, 1-methyl-1-propylpyrrolidinium bis (trifluoromethanesulfonyl) imide salt, 1-butyl-1-methylpyrrolidinium bis (trifluoromethanesulfonyl) imide salt, 1-butyl-1-methylpiperidinium bis (trifluoromethanesulfonyl) imide salt, 4- (2-ethoxyethyl) -4-methylmorpholinium bis (trifluoromethanesulfonyl) imide salt, 1-butylpyridinium tetrafluoroborate, 1-butylpyridinium bis (trifluoromethanesulfonyl) imide salt, 1-butyl-3-methylpyridinium bis (trifluoromethanesulfonyl) imide salt, 1-butyl-4-methylpyridinium tetrafluoroborate, 1-butyl-4-methylpyridinium bis (trifluoromethanesulfonyl) imide salt, 1-hexyl-4-methylpyridinium bis (trifluoromethanesulfonyl) imide salt, 1-octyl-4-methylpyridinium bis (trifluoromethanesulfonyl) imide salt, tributyldodecylphosphonium bis (trifluoromethanesulfonyl) imide salt, trimethylpropylammonium bis (trifluoromethanesulfonyl) imide salt, butyltrimethylammonium bis (trifluoromethanesulfonyl) imide salt, triethylsulfonium bis (trifluoromethanesulfonyl) imide salt, 1-butyl-3-methylpyridinium trifluoromethanesulfonic acid and the like, among them, from the viewpoint of low viscosity and conductivity (electric conductivity), 1-ethyl-3-methylimidazolium tetrafluoroborate, 1-ethyl-3-methylimidazolium bis (fluorosulfonyl) imide salt, 1-ethyl-3-methylimidazolium bis (trifluoromethanesulfonyl) imide salt, triethylsulfonium bis (trifluoromethanesulfonyl) imide salt and 1-butyl-3-methylpyridinium trifluoromethanesulfonic acid are preferably used.
These ionic compounds may be used alone, or 2 or more kinds thereof may be used in combination.
The content of the ionic compound is, for example, preferably 0.01 to 5 parts by weight, more preferably 0.02 to 4 parts by weight, still more preferably 0.05 to 3 parts by weight, and particularly preferably 0.1 to 2 parts by weight, based on 100 parts by weight of the (meth) acrylic polymer constituting the adhesive composition. When the amount is within the above range, the surface protective film of the present invention is preferable because antistatic property and low staining property are easily compatible with an adherend (reflective polarizing film).
< organosilicon component >
The surface protective film for a reflection type polarizing film of the present invention preferably contains a silicone component. By using the silicone component, the surface free energy of the pressure-sensitive adhesive layer surface formed of the pressure-sensitive adhesive composition is reduced, light peeling can be achieved at the time of peeling, and the ionic compound is promoted to move to the pressure-sensitive adhesive layer surface, so that the peeling electrification voltage can be suppressed, which is a preferable embodiment.
< organopolysiloxane having oxyalkylene chain >
As the silicone component, for example, an organopolysiloxane having an oxyalkylene chain can be used. The organopolysiloxane can be a known organopolysiloxane having a polyoxyalkylene main chain, and is preferably represented by the following formula.
Figure BDA0002110644650000141
(in the formula, R1And/or R2The polyoxyalkylene chain has an oxyalkylene chain having 1 to 6 carbon atoms, wherein an alkylene group in the oxyalkylene chain may be a straight chain or a branched chain, and a terminal of the oxyalkylene chain may be an alkoxy group or a hydroxyl group. In addition, R1Or R2Any of these may be a hydroxyl group, or may be an alkyl group or an alkoxy group, and a part of the alkyl group or the alkoxy group may be a functional group substituted with a hetero atom. n is an integer of 1 to 300. )
The organopolysiloxane is a substance having a siloxane-containing site (siloxane site) as a main chain and an oxyalkylene chain bonded to a terminal of the main chain. It is presumed that by using the organosiloxane having an oxyalkylene chain, compatibility with the adhesive polymer and the ionic compound is balanced, and light peeling is achieved.
The organopolysiloxane used in the present invention can be, for example, the following one. Specifically, R in the formula1And/or R2The oxyalkylene chain having a hydrocarbon group containing 1 to 6 carbon atoms includes oxymethylene, oxyethylene, oxypropylene, oxybutylene and the like, and among them, oxyethylene and oxypropylene are preferable. In addition, R is1And R2When they have all oxyalkylene chains, they may be the same or different.
The hydrocarbon group of the oxyalkylene chain may be linear or branched.
Further, the terminal of the oxyalkylene chain may be an alkoxy group or a hydroxyl group, and among them, an alkoxy group is more preferable. When a separator is attached to the surface of the pressure-sensitive adhesive layer for the purpose of protecting the pressure-sensitive adhesive surface, the organopolysiloxane having a hydroxyl group at the end may interact with the separator, and the adhesive (peeling) force may increase when the separator is peeled from the surface of the pressure-sensitive adhesive layer.
In addition, n is an integer of 1 to 300, preferably 10 to 200, and more preferably 20 to 150. When n is within the above range, compatibility with the base polymer is balanced, which is a preferable mode. Further, the molecule may have a reactive substituent such as a (meth) acryloyl group, allyl group, or hydroxyl group. The organopolysiloxane can be used alone, or 2 or more kinds can be used in combination.
Specific examples of the aforementioned organopolysiloxane having an oxyalkylene chain include commercially available products such as X-22-4952, X-22-4272, X-22-6266, KF-6004, KF-889 (manufactured BY shin-Etsu chemical Co., Ltd.), BY16-201, SF8427 (manufactured BY Toyo Corning Co., Ltd.), IM22 (manufactured BY Asahi Kasei Wacker Co., Ltd.), and the like. These compounds may be used alone, or 2 or more of them may be used in combination.
In addition, as the organosilicon component, in addition to an organosiloxane having (bonded) oxyalkylene chains in the main chain, an organosiloxane having (bonded) oxyalkylene chains in side chains may be used, and it is a more preferable mode to use an organosiloxane having oxyalkylene chains in side chains than in the main chain. The organopolysiloxane can be a known organopolysiloxane having a polyoxyalkylene side chain, and is preferably represented by the following formula.
(in the formula, R1Is a 1-valent organic radical, R2、R3And R4Is alkylene, R5Is hydrogen or an organic group, and m and n are integers of 0 to 1000. Wherein m and n are not 0 at the same time. a and b are 0 to 100An integer number. Wherein a and b are not 0 at the same time. )
The organopolysiloxane used in the present invention can be, for example, the following one. Specifically, R in the formula1The 1-valent organic group exemplified by an alkyl group such as a methyl group, an ethyl group, or a propyl group, an aryl group such as a phenyl group or a tolyl group, or an aralkyl group such as a benzyl group or a phenethyl group may have a substituent such as a hydroxyl group. R2、R3And R4Alkylene groups having 1 to 8 carbon atoms such as methylene, ethylene and propylene may be used. Here, R3And R4Being different alkylene radicals, R2Can be reacted with R3Or R4The same or different. In order to increase the concentration of the ionic compound soluble in the polyoxyalkylene side chain, R is preferably3And R4Either of which is ethylene or propylene. R5The organic group may be a 1-valent organic group exemplified by an alkyl group such as a methyl group, an ethyl group, or a propyl group, or an acyl group such as an acetyl group or a propionyl group, and each may have a substituent such as a hydroxyl group. These compounds may be used alone, or 2 or more of them may be used in combination. The molecule may have a reactive substituent such as a (meth) acryloyl group, allyl group, or hydroxyl group. Among the aforementioned organosiloxanes having a polyoxyalkylene side chain, an organosiloxane having a polyoxyalkylene side chain having a hydroxyl terminal is preferable because it is presumed that compatibility balance is easily obtained.
Specific examples of the aforementioned organosiloxanes include commercially available products of KF-351A, KF-352A, KF-353, KF-354L, KF-355A, KF-615A, KF-945, KF-640, KF-642, KF-643, KF-6022, X-22-6191, X-22-4515, KF-6011, KF-6012, KF-6015, KF-6017, X-22-2516 (manufactured by shin-Etsu chemical Co., Ltd.) SF8428, FZ-2162, SH3749, FZ-77, L-7001, FZ-2104, FZ-2110, L-7002, FZ-2122, FZ-2164, FZ-2203, FZ-7001, SH8400, SH8700, SF8410, SF8422 (manufactured by Tokyo Corning Co., Ltd.), TSZ-4440, TSF-4441, TSF-4445, TSF-4450, TSF-4446, TSF-4452, TSF-4460 (manufactured by MomentivePerformance Materials), BYK-333, BYK-307, BYK-377, BYK-UV3500, BYK-UV3570 (manufactured by BYK Japan KK), and the like. These compounds may be used alone, or 2 or more of them may be used in combination.
The organosiloxane used in the present invention preferably has an HLB (hydrophilic lipophilic balance) value of 1 to 16, more preferably 3 to 14. When the HLB value is outside the above range, staining property to an adherend (reflection-type polarizing film) is deteriorated, which is not preferable.
< organosilicon containing Ionic groups >
Further, as the silicone component, a silicone containing an ionic group can be used. By using the ionic group-containing silicone, the silicone component having a low surface energy is integrated with the ionic compound, and the ionic compound is easily moved to the surface of the pressure-sensitive adhesive layer, which is a preferable embodiment.
The ionic group-containing silicone is preferably an ionic group-containing silicone represented by the following formula (1). By including the ionic group-containing silicone in the pressure-sensitive adhesive composition, the ionic group-containing silicone remains on the surface of the pressure-sensitive adhesive layer without penetrating into the adherend (from the surface of the adherend to the inside of the adherend) even when stored in a high-temperature environment in a state where the pressure-sensitive adhesive layer is attached to the surface of the adherend (reflective polarizing film) due to the low surface free energy of the silicone chain, and therefore, the release electrification characteristics are stable even with the passage of time, and the antistatic performance can be maintained for a long period of time, which is a preferable embodiment. The "inside" of the pressure-sensitive adhesive layer refers to a case where the pressure-sensitive adhesive layer is formed using the pressure-sensitive adhesive composition containing the ionic group-containing silicone, for example, and the pressure-sensitive adhesive layer is included in the pressure-sensitive adhesive layer. In the case where the pressure-sensitive adhesive layer is formed using the pressure-sensitive adhesive composition mixed with or without the ionic group-containing silicone, for example, the "surface" of the pressure-sensitive adhesive layer refers to the case where the ionic group-containing silicone is transferred (transferred) from the surface of the separator to the surface of the pressure-sensitive adhesive layer when the surface of the separator to be attached to protect the surface of the pressure-sensitive adhesive layer is coated (laminated) with the ionic group-containing silicone in advance and the separator is attached to the pressure-sensitive adhesive layer.
Figure BDA0002110644650000181
R in the above formula (1)1～R4The alkyl group may be the same or different and may contain any of an alkyl group having 1 to 10 carbon atoms, an alkoxy group, an aryl group, an alicyclic group, a fluorine-substituted alkyl group, and an ionic group, R1～R 41 or more of them contain an ionic group. n is an integer of 0 to 100.
In addition, as R1～R4The ionic group having an ammonium cation group or a phosphonium cation group is preferable as the ionic group contained in 1 or more of (1). Wherein R is1～R4Preferably, 1 or more of (a) and (b) are formed of a cationic structure and an anionic component, or (c) or (d) are a zwitterionic structure.
Figure BDA0002110644650000191
R in the above formula (a)5～R7The alkyl groups may be the same or different and each represent any of an alkyl group, an aryl group and a fluorine-substituted alkyl group having 1 to 10 carbon atoms. m is an integer of 1 to 10.
R in the above formula (b)8～R10The alkyl groups may be the same or different and each represent any of an alkyl group, an aryl group and a fluorine-substituted alkyl group having 1 to 10 carbon atoms. m is an integer of 1 to 10.
On the other hand, the anionic component is not particularly limited, and for example, Cl can be used-、Br-、I-、AlCl4 -、Al2Cl7 -、BF4 -、PF6 -、ClO4 -、NO3 -、CH3COO-、CF3COO-、CH3SO3 -、CF3SO3 -、C4F9SO3 -、(CF3SO2)2N-、(C2F5SO2)2N-、(C3F7SO2)2N-、(C4F9SO2)2N-、(CF3SO2)3C-、AsF6 -、SbF6 -、NbF6 -、TaF6 -、F(HF)n -、(CN)2N-、C4F9SO3 -、(C2F5SO2)2N-、C3F7COO-、(CF3SO2)(CF3CO)N-、C9H19COO-、(CH3)2PO4 -、(C2H5)2PO4 -、C2H5OSO3 -、C6H13OSO3 -、C8H17OSO3 -、CH3(OC2H4)2OSO3 -、C6H4(CH3)SO3 -、(C2F5)3PF3 -、CH3CH(OH)COO-And (FSO)2)2N-And the like.
Figure BDA0002110644650000201
R in the above formula (c)11、R12May be the same or differentEach independently represents an alkyl group having 1 to 10 carbon atoms, an aryl group or a fluorine-substituted alkyl group, R11、R12A ring may be formed, in which case it represents an alkylene group. m is an integer of 1 to 10, and p is an integer of 1 to 6.
Figure BDA0002110644650000202
R in the above formula (d)13、R14May be the same or different and represents any of an alkyl group, an aryl group and a fluorine-substituted alkyl group having 1 to 10 carbon atoms, R13、R14A ring may be formed, in which case it represents an alkylene group. m is an integer of 1 to 10, and p is an integer of 1 to 6.
Since such an ionic group-containing silicone contains a silicone chain, the ionic group-containing silicone remains on the surface of the pressure-sensitive adhesive layer without penetrating into the adherend (from the surface of the adherend to the inside of the adherend) even when stored in a high-temperature environment in a state where the pressure-sensitive adhesive layer is attached to the surface of the adherend (reflective polarizing film) due to the low surface free energy of the silicone chain, and therefore, the release charging characteristics are stable even with the passage of time, the antistatic performance can be maintained for a long period of time, and the silicone can be suitably used as an antistatic agent.
Examples of commercially available products of the ionic group-containing silicone include X-40-2450 and X-40-2750 (available from shin-Etsu chemical Co., Ltd.). These compounds may be used alone, or 2 or more of them may be used in combination.
The content of the silicone component is preferably 0.01 to 5 parts by weight, more preferably 0.03 to 3 parts by weight, and still more preferably 0.05 to 1 part by weight, based on 100 parts by weight of the (meth) acrylic polymer as the adhesive polymer, for example. When the content is within the above range, both the antistatic property and the light releasability (repeelability) can be easily obtained, which is preferable.
< fluoro oligomers >
The adhesive composition may contain a fluorine-based oligomer. When the pressure-sensitive adhesive composition contains the fluorine-containing oligomer, the resulting pressure-sensitive adhesive layer (surface protective film) can exhibit a light peeling effect due to the low surface free energy of the fluorine portion in the fluorine-containing oligomer when the pressure-sensitive adhesive layer (surface protective film) is attached to an adherend (reflective polarizing film).
The fluorine-based oligomer preferably has a hydroxyl value of 1 or more, more preferably 5 or more, further preferably 10 or more, particularly preferably 20 or more, and most preferably 40 or more. When the hydroxyl value of the fluorine-based oligomer is 1 or more, the interaction between the fluorine-based oligomer and the adhesive polymer is enhanced, the amount of transfer to an adherend (reflection-type polarizing film) is reduced, and the surface protective film can be prevented from slipping (shifting), floating, peeling, and the like. Further, a hydroxyl value of 20 or more is preferable because the stain resistance (low staining property) is more excellent. The hydroxyl value of the fluorine-based oligomer is preferably 500 or less, more preferably 400 or less. If the hydroxyl value of the fluorine-based oligomer exceeds 500, the reaction between the fluorine-based oligomer and the crosslinking agent is prioritized, the reaction between the original crosslinking agent and the adhesive polymer is inhibited, and the cohesive force may decrease, which is not preferable.
Specific examples of the fluorine-based oligomer include commercially available products such as MEGAFAC F-477, F-556, F-559, F-562, F-563, F-569 and F-571 (available from DIC). These compounds may be used alone, or 2 or more of them may be used in combination.
The content of the fluorine-based oligomer is preferably 0.01 to 5 parts by weight, more preferably 0.02 to 4 parts by weight, further preferably 0.04 to 3 parts by weight, and most preferably 0.06 to 2 parts by weight, based on 100 parts by weight of the adhesive polymer (which is a base polymer, for example, a (meth) acrylic polymer, a urethane polymer, a silicone polymer, or the like) constituting the adhesive composition. When the amount is within the above range, the surface protective film used in the present invention is preferably capable of suppressing slipping (offset), floating, peeling, and the like after being stuck to an adherend (reflection-type polarizing film), and further has an excellent light peeling effect. In order to satisfy the appearance as a surface protective film, the content of the fluorine-based oligomer is preferably 0.01 to 1.5 parts by weight based on 100 parts by weight of the adhesive polymer.
< crosslinking agent >
In the surface protection film of the present invention, the pressure-sensitive adhesive composition preferably contains a crosslinking agent. In the present invention, the adhesive layer can be formed using the adhesive composition. For example, when the pressure-sensitive adhesive composition is an acrylic pressure-sensitive adhesive containing the (meth) acrylic polymer, a surface protection film (pressure-sensitive adhesive layer) having more excellent heat resistance can be obtained by crosslinking the composition by appropriately adjusting the constituent unit and the constituent ratio of the (meth) acrylic polymer, the selection and addition ratio of the crosslinking agent, and the like.
As the crosslinking agent used in the present invention, an isocyanate compound, an epoxy compound, a melamine resin, an aziridine derivative, a metal chelate compound, and the like can be used, and the use of an isocyanate compound is particularly preferable. These compounds may be used alone or in combination of 2 or more.
Examples of the isocyanate compound include aliphatic polyisocyanates such as trimethylene diisocyanate, tetramethylene diisocyanate, Hexamethylene Diisocyanate (HDI) and dimer acid diisocyanate, alicyclic isocyanates such as cyclopentylene diisocyanate, cyclohexylene diisocyanate, isophorone diisocyanate (IPDI) and 1, 3-bis (isocyanatomethyl) cyclohexane, 2, 4-tolylene diisocyanate and 4, 4' -diphenylmethane diisocyanate, aromatic isocyanates such as Xylylene Diisocyanate (XDI), and modified polyisocyanates obtained by modifying the isocyanate compounds with allophanate bonds, biuret bonds, isocyanurate bonds, uretdione bonds, urea bonds, carbodiimide bonds, uretonimine bonds, oxadiazinetrione bonds, and the like. For example, commercially available products include trade names of TAKENATE 300S, TAKENATE 500, TAKENATE 600, TAKENATE D165N, TAKENATE D178N (available from mitsui chemical co., ltd.), SUMIJULE 80, SUMIJULE L, Desmodur N3400 (available from Sumika Bayer urea co., ltd.), milonate MR, milonate MT, Coronate L, Coronate HL, and Coronate HX (available from tosohco corporation). These isocyanate compounds may be used alone, or 2 or more kinds may be used in combination, or a 2-functional isocyanate compound and a 3-functional isocyanate compound may be used in combination. By using a crosslinking agent together, it is possible to achieve both of the adhesion and the repulsion resistance (adhesion to a curved surface), and it is possible to obtain a surface-protecting film having more excellent adhesion characteristics.
Examples of the epoxy compound include N, N, N ', N' -tetraglycidyl-m-xylylenediamine (trade name TETRAD-X, manufactured by Mitsubishi gas chemical Co., Ltd.), 1, 3-bis (N, N-diglycidylaminomethyl) cyclohexane (trade name TETRAD-C, manufactured by Mitsubishi gas chemical Co., Ltd.), and the like.
Examples of the melamine resin include hexamethylolmelamine. Examples of aziridine derivatives include commercially available products such as HDU, TAZM, and TAZO (see Sogo Pharmaceutical Co., Ltd.).
The metal chelate compound includes, as the metal component, aluminum, iron, tin, titanium, nickel and the like, and as the chelate component, acetylene, methyl acetoacetate, ethyl lactate and the like.
The content of the crosslinking agent used in the present invention is, for example, preferably 0.01 to 20 parts by weight, more preferably 0.1 to 15 parts by weight, still more preferably 0.5 to 10 parts by weight, and particularly preferably 1 to 5 parts by weight, based on 100 parts by weight of the (meth) acrylic polymer. When the content is less than 0.01 part by weight, crosslinking formation by the crosslinking agent is insufficient, the cohesive force of the obtained pressure-sensitive adhesive layer is reduced, and sufficient heat resistance may not be obtained, and the content tends to cause adhesive residue. On the other hand, when the content exceeds 20 parts by weight, the cohesive force of the polymer is large, the fluidity is lowered, the wetting with the adherend (reflective polarizing film) is insufficient, and the swelling tends to occur between the adherend and the pressure-sensitive adhesive layer (pressure-sensitive adhesive composition layer).
The adhesive composition may further contain a crosslinking catalyst for more efficiently carrying out any of the above crosslinking reactions. Examples of the crosslinking catalyst include tin catalysts such as dibutyltin dilaurate and dioctyltin dilaurate, tris (acetylacetonato) iron, tris (hexane-2, 4-dionato) iron, tris (heptane-3, 5-dionato) iron, tris (5-methylhexano-2, 4-dionato) iron, tris (octane-2, 4-dionato) iron, tris (6-methylheptane-2, 4-dionato) iron, tris (2, 6-dimethylheptane-3, 5-dionato) iron, tris (nonane-2, 4-dionato) iron, tris (nonane-4, 6-dionato) iron, tris (2,2,6, 6-tetramethylheptane-3, 5-diketonato) iron, tris (tridecane-6, 8-diketonato) iron, tris (1-phenylbutane-1, 3-diketonato) iron, tris (hexafluoroacetylacetonato) iron, tris (ethyl acetoacetate) iron, tris (n-propyl acetoacetate) iron, tris (isopropyl acetoacetate) iron, tris (n-butyl acetoacetate) iron, tris (sec-butyl acetoacetate) iron, tris (tert-butyl acetoacetate) iron, tris (methyl propionylacetate) iron, tris (ethyl propionylacetate) iron, tris (n-propyl propionylacetate) iron, tris (isopropyl propionylacetate) iron, tris (n-butyl propionylacetate) iron, tris (sec-butyl propionylacetate) iron, tris (tert-butyl propionylacetate) iron, tris (benzyl acetoacetate) iron, tris (dimethyl malonate) iron, tris (diethyl malonate) iron, trimethoxyiron, tri (n-butyl acetoacetate) iron, tri (n-butyl acrylate) iron, tri (n-butyl propionylacetate) iron, tri (methyl malonate) iron, tri (diethyl malonate) iron, tri (trimethoxy iron, Iron-based catalysts such as triethoxy iron, triisopropoxy iron, and ferric chloride. These crosslinking catalysts may be used in 1 kind, or 2 or more kinds may be used in combination.
The content of the crosslinking catalyst is not particularly limited, and is, for example, preferably about 0.0001 to 1 part by weight, more preferably 0.001 to 0.5 part by weight, based on 100 parts by weight of the (meth) acrylic polymer. When the content is within the above range, the crosslinking reaction is accelerated in forming the pressure-sensitive adhesive layer, which is a preferable mode.
Further, the adhesive composition may contain a compound that causes keto-enol tautomerism. For example, the following may be preferably employed: the aforementioned manner of producing a keto-enol tautomerism compound is contained in an adhesive composition containing a crosslinking agent or an adhesive composition that can be used by compounding a crosslinking agent. This suppresses excessive viscosity increase and gelation of the pressure-sensitive adhesive composition after blending the crosslinking agent, and can achieve the effect of extending the pot life of the pressure-sensitive adhesive composition. In the case of using at least an isocyanate compound as the aforementioned crosslinking agent, it is particularly interesting to contain a compound which causes keto-enol tautomerism. This technique can be preferably applied, for example, when the aforementioned adhesive composition is in the form of an organic solvent solution or a solvent-free form.
As the aforementioned compound which causes keto-enol tautomerism, various β -dicarbonyl compounds can be used. Specific examples thereof include β -diketones such as acetylacetone, 2, 4-hexanedione, 3, 5-heptanedione, 2-methylhexane-3, 5-dione, 6-methylheptane-2, 4-dione, and 2, 6-dimethylheptane-3, 5-dione; acetoacetic acid esters such as methyl acetoacetate, ethyl acetoacetate, isopropyl acetoacetate, and tert-butyl acetoacetate; propionyl acetic acid esters such as propionyl ethyl acetate, propionyl isopropyl acetate, propionyl tert-butyl acetate, and the like; isobutyrylacetic acid esters such as ethyl isobutyrylacetate, isopropyl isobutyrylacetate, and tert-butyl isobutyrylacetate; malonic esters such as methyl malonate and ethyl malonate; and the like. Among these, acetylacetone and acetoacetates are suitable examples. The above-mentioned compounds which cause keto-enol tautomerism may be used alone, or 2 or more kinds may be used in combination.
The content of the compound which causes keto-enol tautomerism may be, for example, 0.1 to 20 parts by weight, and usually 0.5 to 15 parts by weight (for example, 1 to 10 parts by weight) is suitable for 100 parts by weight of the (meth) acrylic polymer. When the amount of the compound is too small, it may be difficult to exhibit sufficient use effects. On the other hand, if the amount of the compound is more than necessary, the compound may remain in the pressure-sensitive adhesive layer, and the cohesive force may be lowered.
The pressure-sensitive adhesive composition may further contain other known additives, and for example, a lubricant, a colorant, powder such as a pigment, a plasticizer, a thickener, a low molecular weight polymer, a surface lubricant, a leveling agent, an antioxidant, an anticorrosive agent, a light stabilizer, an ultraviolet absorber, a polymerization inhibitor, a silane coupling agent, an inorganic or organic filler, a metal powder, a pellet, a foil, and the like may be appropriately added depending on the application.
< adhesive layer and surface protective film >
The surface-protecting film of the present invention preferably has a pressure-sensitive adhesive layer made of the pressure-sensitive adhesive composition on at least one surface of the base film. The pressure-sensitive adhesive layer is obtained by crosslinking the pressure-sensitive adhesive composition, and is usually applied after the pressure-sensitive adhesive composition is applied, but a pressure-sensitive adhesive layer formed of the crosslinked pressure-sensitive adhesive composition may be transferred to a base film or the like.
The method for forming the pressure-sensitive adhesive layer on the base film is not particularly limited, and for example, the pressure-sensitive adhesive layer is formed on the base film by applying the pressure-sensitive adhesive composition (solution) to the base film and drying and removing the polymerization solvent or the like. Then, curing may be performed for the purpose of adjusting the movement of the components of the adhesive layer, adjusting the crosslinking reaction, and the like. In the case of preparing a surface-protecting film by applying the pressure-sensitive adhesive composition to a base film, one or more solvents other than the polymerization solvent may be newly added to the pressure-sensitive adhesive composition in order to uniformly coat the base film.
In addition, as a method for forming the pressure-sensitive adhesive layer in the production of the surface protection film of the present invention, a known method used for the production of pressure-sensitive adhesive tapes is used. Specific examples thereof include roll coating, gravure coating, reverse coating, roll brushing, spray coating, air knife coating, and extrusion coating using a die coater.
The surface protection film of the present invention is generally produced so that the thickness of the adhesive layer is about 0.1 to 100 μm, preferably about 1 to 80 μm. When the thickness of the pressure-sensitive adhesive layer is within the above range, a proper balance between removability and adhesiveness can be easily obtained, which is preferable.
The total thickness of the surface protective film of the present invention is preferably 8 to 300. mu.m, more preferably 10 to 200. mu.m, and most preferably 20 to 100. mu.m. When the content is within the above range, the adhesive properties (removability, adhesiveness, etc.), handling properties, and appearance properties are excellent, and the preferred embodiment is. The total thickness is the sum of the thicknesses of all layers including the base film, the adhesive layer, and other layers.
< isolating Membrane >
In the surface protection film of the present invention, a separator is preferably attached to the surface of the pressure-sensitive adhesive layer opposite to the surface contacting the base film. The separator may be used by attaching a separator to the surface of the pressure-sensitive adhesive layer as needed for the purpose of protecting the pressure-sensitive adhesive surface, and by peeling the separator when attaching the separator to the surface of the reflective polarizing film.
As the material constituting the separator, there are paper and plastic film, but plastic film is preferably used from the viewpoint of excellent surface smoothness. The film is not particularly limited as long as it can protect the pressure-sensitive adhesive layer, and examples thereof include a polyethylene film, a polypropylene film, a polybutylene film, a polybutadiene film, a polymethylpentene film, a polyvinyl chloride film, a vinyl chloride copolymer film, a polyethylene terephthalate film, a polybutylene terephthalate film, a polyurethane film, and an ethylene-vinyl acetate copolymer film.
The thickness of the separator is usually 5 to 200 μm, preferably about 10 to 100 μm. When the content is within the above range, the workability of attaching to the pressure-sensitive adhesive layer and the workability of detaching from the pressure-sensitive adhesive layer are excellent, and therefore, the preferred range is. The separator may be subjected to release and anti-fouling treatment with a silicone-based, fluorine-based, long-chain alkyl-based or fatty acid amide-based release agent, silica powder or the like, or antistatic treatment of a coating type, a kneading type, a vapor deposition type or the like, as required.
< reflection type polarizing film >
Since a multilayer-structured polarizing film (for example, a single brightness enhancement film or a laminate of brightness enhancement films and polarizing films) is used as a reflective polarizing film to be protected by sticking the surface protective film (the surface of the pressure-sensitive adhesive layer), and films made of materials having different refractive index anisotropies are alternately laminated to form a multilayer-structured polarizing film, static electricity is hardly removed even when an ionic compound which is solid at room temperature, such as an alkali metal salt which is a commonly used antistatic agent, is used once charged, and peeling electrification preventing properties and antistatic properties tend to be inferior to those of other optical films (for example, polarizing films). However, the use of the ionic compound used in the present invention is a preferable embodiment because it is excellent in the anti-peeling electrification property and the antistatic property even for a reflection type polarizing film which is easily electrified. In particular, when a reflection type polarizing film integrated with a polarizing film or the like, which has been increasingly used in recent years, is incorporated into a liquid crystal display or the like (after peeling off the surface protective film), the whitening phenomenon of the panel can be suppressed, and the workability and efficiency are also excellent, which is a preferable embodiment.
The reflection-type polarizing film in the present invention refers to a brightness enhancement film having a multilayer structure alone, a polarizing film in which the brightness enhancement film is laminated, and the like.
The brightness enhancement film included in the reflection-type polarizing film has a property of reflecting linearly polarized light having a predetermined polarization axis or circularly polarized light in a predetermined direction when natural light is incident by a backlight of a liquid crystal display device or the like or reflection from the back side, and transmitting other light, and further, the brightness enhancement film and the polarizing film are laminated so that light from a light source such as a backlight is incident to obtain transmitted light in a predetermined polarization state, and light other than the predetermined polarization state is reflected and not transmitted. The light reflected by the brightness enhancement film is further inverted by a reflection layer or the like provided on the rear side thereof, and is incident on the brightness enhancement film, and a part or all of the light is transmitted as light in a predetermined polarization state to increase the amount of light transmitted through the brightness enhancement film, and polarized light that is difficult to be absorbed is supplied to the polarizing plate to increase the amount of light that can be used for image display such as liquid crystal display, thereby improving the luminance. An integrated polarizing film in which a polarizing film and a brightness enhancement film are bonded is often used by being provided on the backlight side of a liquid crystal cell, but may be used by being provided on the viewing side of a liquid crystal cell as disclosed in international pamphlet on WO 2006/038404.
As the brightness enhancement film, for example, there can be suitably used: a thin film exhibiting characteristics of transmitting linearly polarized light having a predetermined polarization axis and reflecting other light, such as a multilayer laminate of dielectric multilayer thin films and thin film films having different refractive index anisotropies; suitable films include an oriented film of a cholesteric liquid crystal polymer, and a film which exhibits the property of reflecting either counterclockwise or clockwise circularly polarized light and transmitting other light, such as a film in which an oriented liquid crystal layer is supported on a film base.
< optical film >
The optical film of the present invention preferably comprises the surface protective film for a reflective polarizing film and the reflective polarizing film. Since the surface protective film is excellent in the anti-peeling electrification property when peeled off after the surface of the reflective polarizing film is stuck, it is preferable that the surface protective film is peeled off from the reflective polarizing film at a stage when the surface protective film is not necessary, since the whitening phenomenon of the panel due to static electricity can be suppressed, and the reduction in inspection efficiency can be suppressed. The optical film in the present invention is described as an optical film in which a surface protective film and a reflective polarizing film are laminated, but may be an optical film in which a polarizing film, other optical films, and the like are further laminated in addition to the reflective polarizing film.
Examples
Hereinafter, examples and the like specifically showing the configuration and effects of the present invention will be described, and the present invention is not limited to these examples. Evaluation items in examples and the like were measured as follows. In the following description, "part" and "%" are based on weight unless otherwise specified.
The characteristics in the following description are measured or evaluated as follows.
< determination of weight average molecular weight (Mw) >)
The weight average molecular weight (Mw) of the polymer used was measured using a GPC apparatus (HLC-8220GPC) manufactured by Tosoh Corporation. The measurement conditions were as follows.
Sample concentration: 0.2 wt% (THF solution)
Sample injection amount: 10 μ l
Eluent: THF (tetrahydrofuran)
Flow rate: 0.6 ml/min
Measuring temperature: 40 deg.C
Column:
a sample column; TSKguardcolumn SuperHZ-H (1 root) + TSKgel SuperHZM-H (2 roots)
A reference column; TSKgel SuperH-RC (1 root)
A detector: differential Refractometer (RI)
The weight average molecular weight is determined as a polystyrene equivalent.
< theoretical value of glass transition temperature (Tg) >
The glass transition temperature Tg (c) was determined by the following formula using the following literature values as the glass transition temperature Tgn (c) of the homopolymer formed from each monomer.
Formula (II): 1/(Tg +273) ═ Σ [ Wn/(Tgn +273) ] (where Tg (° c) represents the glass transition temperature of the copolymer, Wn (-) represents the weight fraction of each monomer, Tgn (° c) represents the glass transition temperature of a homopolymer formed from each monomer, and n represents the type of each monomer. Angle (c)
Literature values:
2-ethylhexyl acrylate (2 EHA): -70 deg.C
4-hydroxybutyl acrylate (4 HBA): -32 deg.C
Acrylic Acid (AA): 106 deg.C
For the above-mentioned literature values, reference is made to "synthesis and design of acrylic resin and development of new use" (published by central business development center) and "polymer handbook" (John Wiley & Sons).
[ example 1 ]
[ (preparation of meth) acrylic Polymer (A) ]
Into a four-necked flask equipped with a stirring blade, a thermometer, a nitrogen gas inlet tube, and a cooler, 91 parts by weight of 2-ethylhexyl acrylate (2EHA), 9 parts by weight of 4-hydroxybutyl acrylate (4HBA), 0.02 part by weight of Acrylic Acid (AA), 0.2 part by weight of 2, 2' -azobisisobutyronitrile as a polymerization initiator, and 150 parts by weight of ethyl acetate were charged, and nitrogen gas was introduced while slowly stirring, and the polymerization reaction was carried out for 6 hours while maintaining the liquid temperature in the flask at about 65 ℃ to prepare a (meth) acrylic polymer (a) solution (40% by weight). The acrylic polymer (A) had a weight average molecular weight (Mw) of 54 ten thousand and a glass transition temperature (Tg) of-67 ℃.
[ preparation of a solution of an acrylic adhesive ]
The acrylic polymer (A) solution (40 wt%) was diluted with ethyl acetate to 20 wt%, and to 500 parts by weight of the solution (100 parts by weight of solid content) was added 1 part by weight of a solution (solid content 0.1 part by weight) prepared by diluting 10% by weight of an ionic compound (ionic liquid: 1-ethyl-3-methylimidazolium bis (trifluoromethanesulfonyl) imide salt, manufactured by Tokyo chemical Co., Ltd.) with ethyl acetate, 0.8 part by weight of a polyether modified silicone oil (manufactured by shin-Etsu chemical Co., Ltd., KF-353) as a silicone component (solid content 0.8 part by weight), 3 parts by weight of an isocyanurate body of hexamethylene diisocyanate (manufactured by Tosoh Corporation, Coronate HX) as a 3-functional isocyanate compound as a crosslinking agent (solid content 3 parts by weight), and 3 parts by weight of dioctyltin dilaurate (1 wt% ethyl acetate solution) as a crosslinking catalyst (solid content 0.03 part by weight), the mixture was stirred to prepare an acrylic adhesive solution.
[ production of antistatic treatment film ]
Polyester resin VYLONAL MD-1480 (25% aqueous solution, manufactured by Toyobo co., ltd.) as a binder was added to a mixed solvent of water/ethanol (1/1) in an amount of 100 parts by weight in terms of solid content, poly (3, 4-ethylenedioxythiophene) (PEDOT)/polystyrene sulfonic acid (PSS) (Baytron P, manufactured by h.c. starck) as a conductive polymer, and hexamethylolmelamine as a crosslinking agent in an amount of 10 parts by weight in terms of solid content, and sufficiently mixed for about 20 minutes. An antistatic agent solution having NV (nonvolatile content) of about 0.4% was thus prepared.
The obtained antistatic agent solution was applied to a polyethylene terephthalate (PET) film (thickness: 38 μm) as a base film using a Meyer rod, and dried at 130 ℃ for 1 minute to remove the solvent, thereby forming an antistatic layer (thickness: 0.2 μm) and producing an antistatic-treated film.
[ production of surface protective film ]
The acrylic pressure-sensitive adhesive solution was applied to the surface of the antistatic-treated film opposite to the surface having the antistatic layer, and heated at 130 ℃ for 2 minutes to form a pressure-sensitive adhesive layer having a thickness of 10 μm. Next, a silicone-treated surface of a polyethylene terephthalate film (thickness: 25 μm) having been subjected to silicone treatment on one surface was bonded to the surface of the pressure-sensitive adhesive layer to prepare a surface-protecting film.
[ polarizing film with reflection-type polarizing film ]
One surface of a substrate of an amorphous IPA copolymerized PET film (thickness: 100 μm) having a water absorption rate of 0.75% and Tg of 75 ℃ was subjected to corona treatment, and the corona-treated surface was coated with a coating composition of 9: an aqueous solution containing polyvinyl alcohol (polymerization degree 4200, saponification degree 99.2 mol%) and acetoacetyl-modified PVA (polymerization degree 1200, acetoacetyl-modified degree 4.6%, saponification degree 99.0 mol% or more, manufactured by Nippon synthetic chemical industries, Ltd., trade name "GOHSEFIMER Z200") at a ratio of 1 was dried at 60 ℃ to form a PVA-based resin layer having a thickness of 11 μm on the substrate, thereby producing a laminate.
The resultant laminate was subjected to free-end uniaxial stretching in the longitudinal direction between rolls having different peripheral speeds in an oven at 115 ℃ (in-air stretching) to 2.0 times.
Next, the laminate was immersed in an insolubilization bath (an aqueous boric acid solution prepared by adding 3 parts by weight of boric acid to 100 parts by weight of water) at a liquid temperature of 30 ℃ for 30 seconds (insolubilization treatment).
Next, the laminate was immersed in a dyeing solution (100 parts by weight of water, 3.5 parts by weight of potassium iodide, and 0.5 part by weight of iodine) at 30 ℃ for 30 seconds to be dyed (dyeing treatment).
Next, the substrate was immersed in a crosslinking bath (aqueous boric acid solution prepared by adding 3 parts by weight of potassium iodide and 3 parts by weight of boric acid to 100 parts by weight of water) at a liquid temperature of 30 ℃ for 30 seconds (crosslinking treatment).
Then, the laminate was uniaxially stretched in the longitudinal direction between rolls having different peripheral speeds by a factor of 2.7 (underwater stretching) while being immersed in an aqueous boric acid solution (aqueous solution prepared by adding 4 parts by weight of boric acid and 5 parts by weight of potassium iodide to 100 parts by weight of water) having a liquid temperature of 70 ℃.
Then, the laminate was immersed in a cleaning bath (aqueous solution prepared by adding 4 parts by weight of potassium iodide to 100 parts by weight of water) at a liquid temperature of 30 ℃ for 10 seconds, and then dried with hot air at 60 ℃ for 60 seconds (cleaning/drying step).
Thus, a PVA-based resin layer (polarizing plate) having a thickness of 5 μm was formed on the resin substrate to obtain a polarizing plate laminate.
Production example 1 preparation of ultraviolet ray-curable adhesive
An ultraviolet-curable adhesive was prepared by mixing 40 parts by weight of N-hydroxyethyl acrylamide (HEAA), 60 parts by weight of acryloyl morpholine (ACMO), and 3 parts by weight of a photoinitiator IRGACURE 819 (BASF corporation).
Production example 2 production of conductive adhesive layer (B)
A4-neck flask equipped with a stirring blade, a thermometer, a nitrogen inlet tube, and a cooler was charged with a monomer mixture containing 99 parts of butyl acrylate and 1 part of 4-hydroxybutyl acrylate. Further, 0.1 part of 2, 2' -azobisisobutyronitrile as a polymerization initiator was charged together with ethyl acetate per 100 parts of the monomer mixture (solid content), nitrogen gas was introduced while slowly stirring the mixture for nitrogen substitution, and then the polymerization reaction was carried out for 7 hours while maintaining the liquid temperature in the flask at about 60 ℃. Then, ethyl acetate was added to the obtained reaction solution to adjust the solid content concentration to 30%. Thus, a solution of an acrylic polymer (base polymer) having a weight average molecular weight of 140 ten thousand was prepared.
With respect to 100 parts of the solid content of the acrylic polymer solution, 1.0 part of lithium bis (trifluoromethanesulfonyl) imide (Mitsubishi Materials Electronic Chemicals Co., Ltd.) and 0.7 part of ethylmethylpyrrolidinium bis (trifluoromethanesulfonyl) imide salt (Tokyo chemical Co., Ltd.) were added as antistatic agents, 0.095 part of trimethylolpropane xylylene diisocyanate (Mitsui chemical Co., Ltd.) and 0.3 part of dibenzoyl peroxide as crosslinking agents, 0.2 part of organosilane (Kakkaido chemical Co., Ltd.: A100) and 0.2 part of a mercapto silane-containing coupling agent (Kyowa chemical Co., Ltd.: X41-1810), a reprocessing modifier (Kanekaion, Silyl corporation 10) as silane coupling agents, and an antioxidant (BASF, Irganox1010) were added to prepare a binder solution (SATF 1010, SAT 1010).
The obtained pressure-sensitive adhesive composition was applied to a polyethylene terephthalate substrate subjected to mold release treatment so that the thickness of the pressure-sensitive adhesive layer formed became 20 μm, and dried for 3 minutes by a dryer at 120 ℃.
The ultraviolet-curable adhesive of production example 1 was applied to the polarizer-side surface of the polarizing plate laminate so that the cured thickness became 1 μ M, and a reflection type polarizing film having a multilayer structure (product name "APFV 3" manufactured by 3M Co., Ltd., thickness: 26 μ M) was bonded to cure the ultraviolet-curable adhesive.
Subsequently, the PET film was peeled from the polarizing plate laminate, and the adhesive surface of the conductive adhesive layer (B) with a separator (thickness: 20 μm) of production example 2 was bonded to the peeled surface, thereby producing a polarizing film with a reflection-type polarizing film.
The polarizing film with a reflection type polarizing film has a laminated structure having a conductive adhesive layer (B) (20 μm)/a polarizing plate (5 μm)/an adhesive layer (1 μm)/a reflection type polarizing film (26 μm).
[ polarizing film ]
As the polarizing film not containing the above-mentioned reflection type polarizing film, SEG1423DU, a product name of Nindon electric Co., Ltd.
< examples 2 to 11 and comparative examples 1 to 2 >
Surface protection films, samples for evaluation, and the like were produced in the same manner as in example 1, in accordance with the blending ratios shown in table 1. The blending amounts in table 1 represent effective ingredients.
< measurement of initial peeling electrification Voltage >
The surface protection film 1 of each example was cut into a size of 70mm in width and 130mm in length, and after the release liner was peeled off, the width of the film adhered to a glass plate: 70mm, length: the surface of the 100mm reflection-type polarizing film 2 with a reflection-type polarizing film or the surface of the polarizing film 2 '(non-reflection-type polarizing film, not shown) was pressed with a hand pressure roller so that one end of the surface protective film protruded 30mm from the end of the polarizing film 2 or the polarizing film 2' (see fig. 1).
The sample was left to stand in an atmosphere of 23 ℃ X50% RH for 1 day and then mounted on a predetermined position of a sample fixing stand 3 having a height of 20mm as shown in FIG. 2. The end of the surface protection film 1 extending 30mm from the polarizing film 2 or the polarizing film 2' was fixed to an automatic winder (not shown), and was peeled at a peeling angle of 150 ° and a peeling speed of 30 m/min. The potential on the surface of the adherend (the polarizing film 2 or the polarizing film 2 ') generated at this time was measured by a "initial peel electrification voltage" using a potential measuring device 4 (model "static electrostat-4", manufactured by SHISHIDO ELECTROSTATIC, ltd.) fixed at a position spaced apart from the center of the polarizing film 2 or the polarizing film 2' by a height of 30 mm. The measurement was carried out at 23 ℃ under 50% RH.
Measurement of peeling electrification Voltage at < 70 ℃ storage
The surface protection film 1 of each example was cut into a size of 70mm in width and 130mm in length, and after the release liner was peeled off, the width of the film adhered to a glass plate: 70mm, length: the surface of the 100mm reflection-type polarizing film 2 with a reflection-type polarizing film or the surface of the polarizing film 2 '(non-reflection-type polarizing film, not shown) was pressed with a hand pressure roller so that one end of the surface protective film protruded 30mm from the end of the polarizing film 2 or the polarizing film 2' (see fig. 1).
After the sample was left to stand at 70 ℃ for 1 day, it was mounted on a sample holder 3 having a height of 20mm at a predetermined position as shown in FIG. 2. The end of the surface protection film 1 extending 30mm from the polarizing film 2 or the polarizing film 2' was fixed to an automatic winder (not shown), and was peeled at a peeling angle of 150 ° and a peeling speed of 30 m/min. The potential on the surface of the adherend (the polarizing film 2 or the polarizing film 2 ') generated at this time was measured for "peel electrification voltage at 70 ℃ by a potential measuring instrument 4(SHISHIDO ELECTRROSTATIC, manufactured by LTD., MODEL" STATORON DZ-4 ") fixed at a position 30mm away from the center of the polarizing film 2 or the polarizing film 2'. The measurement was carried out at 23 ℃ under 50% RH.
The absolute value of the peeling electrification voltage of the polarizing film for the above-mentioned reflection-type polarizing film at the beginning and after being left at 70 ℃ for 1 day is preferably 0.7kV or less, more preferably 0.6kV or less, and still more preferably 0.5kV or less. When the voltage is 0.7kV or less, the whitening of the panel can be suppressed even with a reflective polarizing film, and the operation efficiency is not impaired, which is a preferable embodiment.
The absolute value of the peeling electrification voltage for the polarizing film (non-reflection polarizing film) at the beginning and after being left at 70 ℃ for 1 day is preferably 0.7kV or less, more preferably 0.6kV or less, and still more preferably 0.5kV or less. When the voltage is 0.7kV or less, whitening of the panel can be suppressed, and the operation efficiency is not impaired, which is a preferable mode.
The measurement and evaluation of the peeling electrification voltage of the obtained surface protective film with respect to the polarizing film with a reflection type polarizing film and the polarizing film (non-reflection type polarizing film) were carried out in the above-described manner. The results are shown in Table 2.
[ TABLE 1 ]
Figure BDA0002110644650000351
Note) the parts of the ionic compound and the like represent the amount of the compound with respect to 100 parts by weight of the polymer.
The abbreviations in table 1 are explained below.
< Ionic Compound >
EMITFSI: ionic liquid, 1-ethyl-3-methylimidazolium bis (trifluoromethanesulfonyl) imide salt (manufactured by Tokyo Kasei Kogyo Co., Ltd.)
BMPyTFSI: ionic liquid, 1-butyl-3-methylpyridinium bis (trifluoromethanesulfonyl) imide salt (Japan Carlit Co., Ltd., manufactured by Ltd.)
BMPyTFS: ionic liquid, 1-butyl-3-methylpyridinium trifluoromethanesulfonic acid (Japan Carlit Co., manufactured by Ltd.)
EMIFSI: ionic liquid, 1-ethyl-3-methylimidazolium bis (fluorosulfonyl) imide salt (first Industrial pharmaceutical Co., Ltd.)
MPPTFSI: ionic liquid, 1-methyl-1-propylpyrrolidinium bis (trifluoromethanesulfonyl) imide salt (available from Toyo Kabushiki Kaisha)
TMPATFSI: ionic liquid: trimethylpropylammonium bis (trifluoromethanesulfonyl) imide salt (manufactured by Toyo Kabushiki Kaisha)
MTOATFSI: ionic liquid, methyltrioctylammonium bis (trifluoromethanesulfonyl) imide salt (manufactured by Wako pure chemical industries, Ltd.)
And (3) LiTFS: alkali metal salt, lithium trifluoromethanesulfonate (manufactured by Tokyo Kasei Co., Ltd.)
< organosilicon component >
KF-353: organopolysiloxane having oxyalkylene chain (product name: KF-353, product of shin-Etsu chemical Co., Ltd.)
X-40-2450: ionic group-containing Silicone (trade name: X-40-2450, product of shin-Etsu chemical Co., Ltd.)
< fluoro oligomers >
F-562: fluorine type oligomer (product name: MEGAFAC F-562, available from DIC Co., Ltd.)
[ TABLE 2 ]
Figure BDA0002110644650000371
From the results of table 2, in all examples, the peeling electrification voltage after initial and high-temperature heating (standing at 70 ℃ for 1 day) was suppressed to be low, and excellent peeling electrification preventing properties were confirmed even for an optical film which is easily electrified like a reflection-type polarizing film having a multilayer structure.
In contrast, in the comparative example, although it was confirmed that the peeling electrification voltage of the polarizing film was suppressed because no specific ionic compound was used, it was confirmed that the peeling electrification preventing property of the reflective polarizing film, which is easily electrified, was poor, and particularly, it was confirmed that the peeling electrification voltage after the high-temperature heating (1 day at 70 ℃) was high. Further, as a result of the peeling electrification preventing voltage applied to the polarizing film, even when the peeling electrification preventing property to the polarizing film is included in a desired range, the peeling electrification preventing property to the reflective polarizing film is inferior to that of the example, and it was confirmed that the reflective polarizing film having a multilayer structure is easily electrified and it is difficult to eliminate static electricity.

Claims (5)

1. An adhesive composition for a reflective polarizing film, comprising an ionic compound which is liquid at room temperature and has a viscosity of 550 mPas or less at 25 ℃, and an adhesive polymer, wherein the room temperature is 25 ℃.
2. The adhesive composition for a reflective polarizing film according to claim 1, wherein the adhesive polymer is at least 1 selected from the group consisting of a (meth) acrylic polymer, a urethane polymer, and a silicone polymer.
3. The adhesive composition for a reflective polarizing film according to claim 1 or 2, which contains a silicone component.
4. A surface protective film for a reflective polarizing film, comprising a base film and, formed on at least one surface thereof, a pressure-sensitive adhesive layer comprising the pressure-sensitive adhesive composition according to any one of claims 1 to 3.
5. An optical film comprising the surface protective film for a reflection type polarizing film according to claim 4 and a reflection type polarizing film.
CN201910570196.0A 2018-06-28 2019-06-27 Adhesive composition, surface protective film, and optical film Pending CN110655881A (en)

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