WO2015178742A1 - 폴리에틸렌테레프탈레이트 필름을 보호 필름으로 구비한 편광판 및 그 제조 방법 - Google Patents

폴리에틸렌테레프탈레이트 필름을 보호 필름으로 구비한 편광판 및 그 제조 방법 Download PDF

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Publication number
WO2015178742A1
WO2015178742A1 PCT/KR2015/005215 KR2015005215W WO2015178742A1 WO 2015178742 A1 WO2015178742 A1 WO 2015178742A1 KR 2015005215 W KR2015005215 W KR 2015005215W WO 2015178742 A1 WO2015178742 A1 WO 2015178742A1
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WIPO (PCT)
Prior art keywords
film
polyethylene terephthalate
polarizing plate
polarizer
protective film
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
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PCT/KR2015/005215
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English (en)
French (fr)
Korean (ko)
Inventor
남성현
남승희
나균일
이대웅
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LG Chem Ltd
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LG Chem Ltd
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Publication date
Application filed by LG Chem Ltd filed Critical LG Chem Ltd
Priority to US15/113,709 priority Critical patent/US10451915B2/en
Priority to CN201580008581.6A priority patent/CN106030351B/zh
Priority to JP2016547615A priority patent/JP6535016B2/ja
Publication of WO2015178742A1 publication Critical patent/WO2015178742A1/ko
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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    • 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
    • G02F1/13363—Birefringent elements, e.g. for optical compensation
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/06—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material
    • B32B27/08—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material of synthetic resin
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
    • C09D167/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J129/00—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 an alcohol, ether, aldehydo, ketonic, acetal, or ketal radical; Adhesives based on hydrolysed polymers of esters of unsaturated alcohols with saturated carboxylic acids; Adhesives based on derivatives of such polymers
    • C09J129/02—Homopolymers or copolymers of unsaturated alcohols
    • C09J129/04—Polyvinyl alcohol; Partially hydrolysed homopolymers or copolymers of esters of unsaturated alcohols with saturated carboxylic acids
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • G02B5/3083—Birefringent or phase retarding elements
    • 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
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2323/00—Functional layers of liquid crystal optical display excluding electroactive liquid crystal layer characterised by chemical composition
    • C09K2323/05—Bonding or intermediate layer characterised by chemical composition, e.g. sealant or spacer
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2323/00—Functional layers of liquid crystal optical display excluding electroactive liquid crystal layer characterised by chemical composition
    • C09K2323/05—Bonding or intermediate layer characterised by chemical composition, e.g. sealant or spacer
    • C09K2323/057—Ester polymer, e.g. polycarbonate, polyacrylate or polyester
    • 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
    • G02F1/13356—Structural association of cells with optical devices, e.g. polarisers or reflectors characterised by the placement of the optical elements
    • G02F1/133567—Structural association of cells with optical devices, e.g. polarisers or reflectors characterised by the placement of the optical elements on the back side
    • 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
    • G02F2202/00—Materials and properties
    • G02F2202/28—Adhesive materials or arrangements
    • 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
    • G02F2413/00—Indexing scheme related to G02F1/13363, i.e. to birefringent elements, e.g. for optical compensation, characterised by the number, position, orientation or value of the compensation plates
    • G02F2413/01—Number of plates being 1
    • 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
    • G02F2413/00—Indexing scheme related to G02F1/13363, i.e. to birefringent elements, e.g. for optical compensation, characterised by the number, position, orientation or value of the compensation plates
    • G02F2413/05—Single plate on one side of the LC cell

Definitions

  • the present invention relates to a polarizing plate and a method for producing the same, and more particularly, to a polarizing plate and a method for producing the same, while having at least one surface a polyethylene terephthalate film as a protective film.
  • the polarizing plate has been commonly used as a structure in which a protective film is laminated using one or both surfaces of a polarizer made of polyvinyl alcohol (hereinafter referred to as 'PVA')-based resin dyed with dichroic dye or iodine.
  • a triacetyl cellulose (TAC) film has been mainly used as a polarizer protective film, but such a TAC film has a problem in that it is easily deformed in a high temperature and high humidity environment. Therefore, recently, protective films of various materials that can replace TAC films have been developed. For example, polyethylene terephthalate (PET, polyethylene terephthalate), cycloolefin polymer (COP, cycloolefin polymer), acrylic film, etc. Or a mixed use has been proposed.
  • PET polyethylene terephthalate
  • COP cycloolefin polymer
  • acrylic film etc.
  • a mixed use has been proposed.
  • the adhesive strength between the polarizer and the polyvinyl alcohol-based adhesive that is conventionally used for the adhesion of the protective film is low, so that the peeling, lifting, etc. of the protective film is less likely to occur after the polarizing plate is manufactured, and the durability is not only poor.
  • the moisture permeability is low, there is a problem that drying is not easy when using the water-based adhesive.
  • the present invention is intended to provide a polarizing plate comprising a polyethylene terephthalate protective film and an aqueous adhesive, and having excellent optical properties even after a high-speed lamination process and a manufacturing method thereof.
  • the present invention is a polarizing plate having a water-based adhesive layer, a primer layer and a polyethylene terephthalate protective film in this order on at least one side of the polarizer, the aqueous adhesive layer is a polyvinyl alcohol-based resin and glyoxalate crosslinking agent 100 It is formed using an aqueous adhesive comprising a weight ratio of: 5 to 100: 50, wherein the primer layer provides a polarizing plate formed using a primer composition comprising a polyester compound and an acrylic compound.
  • the primer composition preferably comprises a polyester compound and an acrylic compound in a weight ratio of 1: 9 to 9: 1.
  • the primer composition may further include a styrene-based compound, in this case, the styrene-based compound and the acrylic compound is preferably included in a weight ratio of 1: 9 to 9: 1.
  • the polyethylene terephthalate protective film is more preferably a stretched polyethylene terephthalate film
  • the stretched polyethylene terephthalate film may have a surface direction retardation value of about 4000nm to 10000nm.
  • the polarizing plate of the present invention is provided with a stretched polyethylene terephthalate protective film on one surface of the polarizer, triacetyl cellulose film, cycloolefin polymer film, norbornene film, polycarbonate film, acrylic film or polyethylene on the other surface of the polarizer
  • a terephthalate film may be provided, and in this case, the film provided on the other surface of the polarizer is more preferably a triacetyl cellulose film.
  • the other surface of a polarizer means the surface which is not equipped with the (stretched) polyethylene terephthalate film of a polarizer.
  • the present invention comprises the steps of: placing the polarizer and the polyethylene terephthalate protective film in parallel; Forming an aqueous adhesive layer between the polarizer and the polyethylene terephthalate protective film by using an aqueous adhesive comprising a polyvinyl alcohol-based resin and a glyoxalate crosslinking agent in a weight ratio of 100: 5 to 100: 50; Forming a primer layer using a primer composition comprising a polyester compound and an acrylic compound between the polyethylene terephthalate protective film and the aqueous adhesive layer; And bonding a polyethylene terephthalate protective film to at least one surface of the polarizer through the aqueous adhesive layer and the primer layer.
  • the step of bonding the polyethylene terephthalate protective film on at least one surface of the polarizer is a method of curing the water-based adhesive layer and the primer layer by laminating a polarizer and a polyethylene terephthalate protective film and drying at a temperature of 20 °C to 100 °C. It can be performed as.
  • a triacetyl cellulose film, a cycloolefin polymer film, a norbornene film, a polycarbonate film or an acrylic film is bonded to the other surface of the polarizer in which the polyethylene terephthalate protective film is not laminated, if necessary. It may further comprise the step.
  • the present invention provides an image display device including the polarizing plate of the present invention, wherein the image display device may be a liquid crystal display device, an organic light emitting display device and the like.
  • the present invention provides a liquid crystal display panel including an upper substrate, a lower substrate, and a liquid crystal cell interposed between the upper substrate and the lower substrate; A backlight unit disposed under the lower substrate; And the polarizing plate disposed between the liquid crystal panel and the backlight unit.
  • the polarizing plate of the present invention uses an inexpensive polyethylene terephthalate film as a protective film, and since the water-based adhesive used in the conventional polarizing plate manufacturing process is used as it is, there is an advantage that the production cost is low.
  • the polarizing plate of the present invention does not generate adhesive stains even when using a high-speed lamination process or attaching a polymer film having a different material from that of the polyethylene terephthalate film as a protective film on the other side of the polarizer, and has excellent optical properties, particularly excellent orthogonality. Has optical properties
  • FIG. 4 is a photograph showing curl characteristics of the polarizing plate of Example 4.
  • the inventors of the present invention have repeatedly studied to develop a polarizing plate having a high adhesive strength to a polyethylene terephthalate film and maintaining excellent optical properties even when manufactured by a high-speed lamination process using a water-based adhesive, and thus, a specific content of glyoxalic acid in an aqueous adhesive
  • a salt and forming a primer layer using the primer composition which mixed the polyester-type compound and the acryl-type compound
  • the polarizing plate of the present invention is a polarizing plate in which an aqueous adhesive layer, a primer layer, and a polyethylene terephthalate protective film are provided in this order on at least one surface of the polarizer.
  • the aqueous adhesive layer is a polyvinyl alcohol-based resin and glyoxalic acid. It is formed using an aqueous adhesive comprising a salt crosslinking agent in a weight ratio of 100: 5 to 100: 50, wherein the primer layer is characterized by being formed using a primer composition comprising a polyester compound and an acrylic compound.
  • the weight ratio of the polyvinyl alcohol-based resin 100 based on the weight ratio means 100 parts by weight of the polyvinyl alcohol-based resin solid content, which is the same below.
  • the polarizer which can be used in the present invention is not particularly limited, and polarizers generally used in the art, for example, polyvinyl alcohol-based film, partially formalized polyvinyl alcohol-based film, ethylene-vinyl acetate air Polyene-based films such as a hydrophilic polymer film such as a coalescing partial saponified film, which are adsorbed and stretched to a polarized material such as iodine or a dichroic dye and are oriented in a predetermined direction, and a dehydration product of polyvinyl alcohol or a dehydrochloric acid product of polyvinyl chloride.
  • the molecular chain containing an iodine-based compound or a dichroic polarizing material may be a polyvinyl alcohol polarizer oriented in a predetermined direction.
  • the polyvinyl alcohol-based polarizer may be produced by a polyvinyl alcohol-based polarizer manufacturing method well known in the art, the production method is not particularly limited.
  • the polarizer usable in the present invention may be prepared by impregnating an unstretched polyvinyl alcohol-based film in an aqueous solution of iodine and / or a dichroic dye, followed by dyeing, crosslinking, and stretching.
  • the film laminate After coating a vinyl alcohol-based resin or laminating or adhering a polyvinyl alcohol-based film on a polymer base film to form a film laminate, the film laminate is impregnated by immersion in an aqueous solution of iodine and / or dichroic dye, It may be prepared by crosslinking and stretching, and then separating the polymer base film.
  • the polyvinyl alcohol polarizer may be used by purchasing a commercially available product.
  • the aqueous adhesive layer of the present invention is formed using an aqueous adhesive containing a polyvinyl alcohol-based resin and a glyoxalate crosslinking agent.
  • the polyvinyl alcohol-based resin is conventionally used to bond the polarizing element and the protective film, any polyvinyl alcohol-based resin known in the art can be used without limitation, and the type of polyvinyl alcohol-based resin It is not limited.
  • the polyvinyl alcohol-based resin is a modified polyvinyl alcohol containing at least one functional group selected from the group consisting of polyvinyl alcohol resin, acetoacetyl group, carboxylic acid group, acrylic group and urethane group Resins and the like can be used.
  • the polyvinyl alcohol resin is not limited thereto.
  • the polyvinyl alcohol-based resin included in the water-based adhesive may be a polyvinyl alcohol-based resin containing acetoacetyl group.
  • acetoacetyl-group modified polyvinyl alcohol-type resin is especially preferable.
  • acetoacetyl group-modified polyvinyl alcohol-based resin is used, covalent bonds between the glyoxalate crosslinking agent and the acetoacetyl group are formed in addition to the hydrogen bonding by the hydroxy group, thereby improving the adhesive strength and water resistance of the adhesive, and preventing adhesive stains. This is because the quality is improved.
  • the average degree of polymerization of the polyvinyl alcohol-type resin and / or modified polyvinyl alcohol-type resin contained in the water-based adhesive agent of this invention is about 500-1800.
  • the average degree of polymerization of 500 to 1800 shows excellent physical properties in terms of viscosity, solid content and adhesiveness according to the amount used.
  • the polyvinyl alcohol-based resin used as the water-based adhesive of the present invention may have a number average molecular weight (Mn) of about 3,000 to 12,000, and a weight average molecular weight (Mw) of about 20,000 to 100,000. This is because a polyvinyl alcohol-based resin having a number average molecular weight and / or weight average molecular weight in the above range is not only suitable for use as an adhesive in terms of viscosity, but also exhibits sufficient water resistance after crosslinking.
  • the glyoxal acid salt is for crosslinking the primer layer and the adhesive layer.
  • the glyoxalic acid salt crosslinking agent when the glyoxalic acid salt crosslinking agent is mixed and used in the water-based adhesive, It has been shown to have a very good effect on the polyethylene terephthalate protective film.
  • the polyvinyl alcohol-based resin and glyoxalate crosslinking agent are included in a weight ratio of 100: 5 to 100: 50. This is because when the content ratio of the polyvinyl alcohol-based resin and the glyoxalic acid salt crosslinking agent in the aqueous adhesive satisfies the numerical range, excellent adhesion and water resistance performance can be obtained. In addition, when the content ratio of the polyvinyl alcohol-based resin and glyoxalate crosslinking agent in the water-based adhesive is out of the numerical range, a problem in that the polarizing plate is difficult to produce due to the lack of adhesion of the aqueous adhesive layer occurs.
  • the water-based adhesive may further include water as a solvent to improve viscosity and workability, in this case, the solid content in the water-based adhesive is about 1% to 10% by weight, preferably 2% to 7% by weight It may be about%.
  • the thickness of the aqueous adhesive layer formed using the above-mentioned water-based adhesive agent is about 20 nm-2000 nm. This is because when the thickness of the aqueous adhesive layer is less than 20 nm, the adhesive force may be lowered, and when the thickness of the aqueous adhesive layer is greater than 2000 nm, the drying efficiency may be lowered, which may adversely affect the adhesive force, water resistance, and the polarizing plate optical properties.
  • the water-based adhesive layer may be formed by applying a water-based adhesive on one side of the polarizer, may be formed by forming a primer layer to be described later on the polyethylene terephthalate protective film, and then applying a water-based adhesive on the primer layer.
  • the primer layer of the present invention is for improving the adhesion and water resistance of the aqueous adhesive layer and the polyethylene terephthalate protective film, and is formed of a primer composition containing an acrylic compound and a polyester compound.
  • the (meth) acrylic compound is not limited thereto, but for example, alkyl (meth) acrylate, cycloalkyl (meth) acrylate, epoxy (meth) acrylate, hydroxy alkyl acrylate, alkyl ( It is preferable to include one or more selected from the group consisting of meth) acrylic acid, polymers or copolymers thereof, and among these, C 1-10 alkyl (meth) acrylate is preferable, and methyl methacrylate or Particular preference is given to including ethyl methacrylate.
  • the (meth) acrylic compound may be in the form of a monomer, or may be in the form of an oligomer, a homopolymer, or a copolymer in which two or more kinds of monomers are copolymerized.
  • the polyester-based compound refers to a compound containing an ester group formed by the reaction of carboxylic acid and alcohol in the main chain, and may be, for example, polyester glycol formed by the reaction of polybasic acid and polyol. .
  • the polybasic acid component for example, ortho-phthalic acid, isophthalic acid, terephthalic acid, 1,4-naphthalenedicarboxylic acid, 2,5-naphthalenedicarboxylic acid, 2,6-naphthalenedicar
  • Aromatic dicarboxylic acids such as acid, biphenyldicarboxylic acid and tetrahydrophthalic acid;
  • Aliphatic dicarboxylic acids such as oxalic acid, succinic acid, malonic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, linoleic acid, maleic acid, fumaric acid, mesaconic acid and itaconic acid;
  • Alicyclic dicarboxylic acids such as hexahydrophthalic acid, tetrahydrophthalic acid, 1,3-cyclohexanedicarboxylic acid, and 1,4-cyclohexanedicarbox
  • terephthalic acid isophthalic acid, succinic acid and the like are particularly preferable.
  • isophthalic acid substituted by sulfonate it is especially preferable at the point of water dispersibility.
  • polystyrene resin if it has two or more hydroxyl groups in a molecule
  • the polyol ethylene glycol, 1,2-propanediol, 1,3-propanediol, 1,3-butanediol, 1,4-butanediol, neopentyl glycol, pentanediol, 1,6- Hexanediol, 1,8-octanediol, 1,10-decanediol, 4,4'-dihydroxyphenylpropane, 4,4'-dihydroxymethylmethane, diethylene glycol, triethylene glycol, polyethylene glycol ( PEG), dipropylene glycol, polytetramethylene glycol (PTMG), polypropylene glycol (PPG), 1,4-cyclohexanedimethanol, 1,4-cyclohexane
  • polydimethylol-containing dimethylol alkanoic acid dimethylol acetic acid, dimethylol propionic acid, dimethylol butanoic acid, etc. which are contained alone or in combination of two or more thereof are particularly preferable in terms of water dispersibility.
  • the polyester glycol reacts the polybasic acid and the polyol in a molar ratio of 2.5: 1 to 1: 2.5, preferably in a molar ratio of 2.3: 1 to 1: 2.3, more preferably in a molar ratio of 2: 1 to 1: 2. Is preferably formed. If the reaction molar ratio of the polybasic acid and the polyol is out of the above range, the odor may be caused by the unreacted monomer, or coating failure may be caused.
  • the primer composition of the present invention the polyester compound and the acrylic compound in a weight ratio of 1: 9 to 9: 1, preferably a weight ratio of 2: 8 to 8: 2, more preferably 3: 7 It is preferably prepared by a composition comprising a weight ratio of 7: 3. This is because when the weight ratio of the polyester compound and the acrylic compound satisfies the numerical range, properties such as adhesive strength and water resistance between the adhesive layer and the protective film may be excellently expressed.
  • the primer layer may further comprise a styrene-based compound.
  • the styrene-based unit may improve the adhesion between the adhesive layer and the protective film, and further improve the water resistance of the polarizing plate.
  • the styrene-based compound is not limited thereto, but for example, styrene, ⁇ -methyl styrene, 3-methyl styrene, p-methyl styrene, p-ethyl styrene, p-propylene styrene, 4- (p-methylphenyl) It may include one or more selected from the group consisting of styrene, 1-vinylnaphthalene, p-chlorostyrene, m-chlorostyrene and p-nitrostyrene.
  • the styrene-based compound may be in the form of a monomer, or may be in the form of an oligomer, a homopolymer, or a copolymer in which two or more monomers are copolymerized.
  • the acrylic compound and the styrene compound are 1: 1 to 9: 1 by weight, preferably 2: 8 to 8: 2 by weight, more preferably 3: It is preferably included in the weight ratio of 7 to 7: 3.
  • the weight ratio of the acrylic compound and the styrene compound satisfies the numerical range, compatibility of the polyester compound and the acrylic compound is improved, and water resistance and adhesion of the polarizing plate are more excellent.
  • the thickness of the primer layer formed using the above primer composition is about 20 nm-4000 nm.
  • the thickness of the primer layer is less than 20 nm, the effect of improving adhesion is insignificant, and when the thickness of the primer layer is greater than 4000 nm, the coating of the primer layer may be unevenly formed, and the drying efficiency may be reduced.
  • the primer layer may be provided between the polyethylene terephthalate protective film and the water-based adhesive layer. Meanwhile, the primer layer may be formed by forming a water-based adhesive layer on one surface of the polarizer and then applying a primer composition on the water-based adhesive layer, or by forming a method of applying the primer composition on one surface of a polyethylene terephthalate protective film. May be
  • the polarizing plate of the present invention is characterized by using a polyethylene terephthalate film as a protective film attached to at least one side of the polarizer.
  • the polyethylene terephthalate protective film means a film made of a resin in which at least 80 mol% of the repeating unit is ethylene terephthalate, and is made of a resin containing structural units derived from other copolymerization components in addition to the ethylene terephthalate unit.
  • diol components such as propylene glycol, butanediol, neopentyl glycol, diethylene glycol, cyclohexanediol, ethylene oxide adduct of bisphenol A
  • dicarboxylic acid component and diol component can be used in combination of 2 or more type as needed.
  • oxycarboxylic acid such as p-oxybenzoic acid
  • / or diol components may be used.
  • the polyethylene terephthalate protective film is more preferably a stretched polyethylene terephthalate film. This is because when the unstretched polyethylene terephthalate film is used, the display quality may be reduced when applied to an image display device due to the high retardation characteristics of the polyethylene terephthalate film. Specifically, when the unstretched polyethylene terephthalate film is used, rainbow phenomenon may occur.
  • the stretched polyethylene terephthalate film may have a plane direction retardation value of about 4000 nm to about 10000 nm. This is because when the plane direction retardation value satisfies the numerical range, the generation of interference fringes caused by the interference of light is suppressed, and a clearer and clearer image can be realized.
  • a low refractive coating layer on at least one surface of the polyethylene terephthalate protective film.
  • a polyethylene terephthalate film since it has a relatively high refractive index compared to a triacetyl cellulose film or the like, when using it as a protective film, the light reflection on the surface of the protective film can be increased to reduce the transmittance of the polarizing plate. Therefore, in order to prevent this, it is preferable to form a low refractive coating layer on the surface of the polyethylene terephthalate protective film.
  • the low refractive coating layer may be formed on one side or both sides of the polyethylene terephthalate protective film, preferably may be formed on the opposite side of the surface on which the primer layer is formed.
  • the polarizing plate may further include a low refractive coating layer on the opposite side of the surface of the polyethylene terephthalate protective film facing the primer layer.
  • the polarizing plate may further include a low refractive coating layer on the opposite side of the surface facing the primer layer of the polyethylene terephthalate protective film.
  • the low refractive index coating layer may be formed by a resin composition in which a low refractive index material is mixed with a polymer resin having a low refractive index.
  • a polymer resin for example, an acrylic resin may be used as the low refractive index material.
  • 1,1,1-trifluoroethane polyvinylidene fluoride (PVDF), polytetrafluoroethylene (PTFE, Teflon) hydrofluoro ether, hydrochloro fluorocarbon, hydrofluorocarbon, perfluorocarbon, perfluor Fluoro-based compounds such as fluoropolyether, perfluorooctanoic acid (PFOA), perfluorooctane sulfonate (PFOS), perfluoroalkoxy fluoropolymer, or silica-based compounds may be used.
  • PVDF polyvinylidene fluoride
  • PTFE polytetrafluoroethylene
  • Teflon Teflon
  • hydrofluoro ether hydrochloro fluorocarbon
  • hydrofluorocarbon hydrofluorocarbon
  • perfluorocarbon perfluorocarbon
  • Fluoro-based compounds such as fluoropolyether, perfluorooctanoic acid (PFOA
  • the polarizing plate of this invention is provided with the said water-based adhesive bond layer, the said primer layer, and a polyethylene terephthalate protective film sequentially on at least one surface of a polarizer.
  • the polyethylene terephthalate protective film may be provided only on one surface of the polarizer, may be provided on both sides of the polarizer.
  • the other surface of the polarizer is provided with a polymer film of different materials such as a triacetyl cellulose film, a cycloolefin polymer film, a norbornene film, a polycarbonate film or an acrylic film
  • a polymer film of different materials such as a triacetyl cellulose film, a cycloolefin polymer film, a norbornene film, a polycarbonate film or an acrylic film.
  • a non-aqueous adhesive layer is formed between the polymer films and the polarizer. This is because these films have a low water vapor transmission rate, which may cause a problem of hardening when using an aqueous adhesive.
  • the adhesive layer or the adhesive layer may be formed on the other surface of the polarizer without a polymer film.
  • the pressure-sensitive adhesive layer or the adhesive layer may be used without limitation pressure-sensitive adhesives and / or adhesives generally used in the art of the polarizing plate, it is not particularly limited.
  • the polarizing plate of this invention has the said very orthogonal brightness and polarization degree compared with the conventional polyethylene terephthalate film application polarizing plate which is not equipped with said aqueous adhesive layer or primer layer.
  • the polarizing plate of the present invention has an orthogonal luminance improved by about 20% or more and a polarization degree improved by about 0.001 or more compared to the polarizing plate to which the polyethylene terephthalate film without the above water-based adhesive layer or primer layer is applied.
  • the adhesive force between the water-based adhesive layer and the polyethylene terephthalate protective film is remarkable even without a separate surface modification to the polyethylene terephthalate protective film Appeared to improve.
  • the adhesive force was improved by 800% or more as compared with the polarizing plate to which the above-mentioned aqueous adhesive layer or the polyethylene terephthalate film without the primer layer was applied.
  • the polarizing plate of the present invention as described above is excellent in optical properties and mechanical strength can be very usefully used in an image display device such as a liquid crystal display device, an organic light emitting display device.
  • the polarizing plate of the present invention is not limited thereto, but may be usefully used as a lower polarizing plate disposed on the backlight side of the liquid crystal display device.
  • the present invention provides a liquid crystal display panel including an upper substrate, a lower substrate, and a liquid crystal cell interposed between the upper substrate and the lower substrate; A backlight unit disposed under the lower substrate; And the polarizing plate disposed between the liquid crystal panel and the backlight unit.
  • the polarizing plate of the present invention is preferably disposed so that the polyethylene terephthalate protective film toward the backlight unit side.
  • the lower polarizing plate of the present invention is not limited thereto, but is provided with a polyethylene terephthalate film on one side of the polarizer, and triacetyl cellulose on the other side of the polarizer. It is especially preferable that it is a polarizing plate with a film.
  • the polarizing plate includes a polyethylene terephthalate film drawn on one surface of the polarizer, a triacetyl cellulose film on the other surface of the polarizer, and the triacetyl cellulose film on the liquid crystal display panel side.
  • the polarizing plate is preferably a triacetyl cellulose film is disposed on the liquid crystal display panel side, for this purpose, it may be provided with an adhesive layer on the opposite side of the polarizer side of the triacetyl cellulose film.
  • the adhesive layer may be provided on the opposite side of the surface facing the polarizer of the triacetyl cellulose film. In this case, it is because the polarizing plate has a convex curl in the liquid crystal panel direction, thereby obtaining an effect of preventing edge light leakage.
  • the polarizing plate of the present invention as described above, (1) disposing the polarizer and the polyethylene terephthalate protective film in parallel, (2) forming a water-based adhesive layer between the polarizer and the polyethylene terephthalate protective film, (3) Forming a primer layer between the polyethylene terephthalate protective film and the aqueous adhesive layer, and (4) bonding the polyethylene terephthalate protective film to at least one surface of the polarizer through the aqueous adhesive layer and the primer layer. It can be prepared through a step.
  • the components and details of the polarizer, the water-based adhesive, the primer composition, and the polyethylene terephthalate protective film are the same as described above, and thus, a detailed description thereof will be omitted.
  • the polarizer and the polyethylene terephthalate protective film are arranged in parallel, and then an aqueous adhesive layer and a primer layer are formed between the polarizer and the polyethylene terephthalate protective film.
  • the method of forming the water-based adhesive layer and / or primer layer is not particularly limited, a resin composition coating method well known in the art, for example, casting method, Mayer coating method, gravure coating method, comma coating method , Doctor bleeding, die coating, dip coating, spraying, and the like.
  • the aqueous adhesive layer and the primer layer only need to be formed so as to be a polarizer / water-based adhesive layer / primer layer / polyethylene terephthalate protective film, and the object to which the aqueous adhesive layer and the primer layer are applied is not limited. That is, both the aqueous adhesive layer and the primer layer may be formed on the polarizer or may be formed on the polyethylene terephthalate protective film, the aqueous adhesive layer is formed on the polarizer, the primer layer is on the polyethylene terephthalate protective film It may be formed.
  • steps (2) and (3) may be performed at the same time, or may be performed with a time difference. However, when performed at a time difference, the order is not limited. That is, step (2) may be performed after step (2), or step (2) may be performed after step (3).
  • steps (2) and (3) above. May be performed simultaneously.
  • step (2) may be performed, then step (3).
  • step (2) may be performed after step (3).
  • the drying temperature of the said primer layer is 80 degreeC or more, or 120 degreeC or more, Preferably it is 120 degreeC or more and 180 degrees C or less.
  • the adhesion is very excellent, and according to the researches of the present inventors, when the primer layer is formed by using the primer composition of the present invention comprising a polyester-based compound and an acrylic-based compound, the drying temperature of the primer layer is dependent on the adhesion. It was found to affect, and when the drying temperature of the primer layer is 120 °C or more, very good adhesion could be obtained.
  • the polarizer and the polyethylene terephthalate protective film are bonded.
  • the bonding is laminating a polarizer and a polyethylene terephthalate protective film, and then dried at a temperature of 20 °C to 100 °C, preferably 30 °C to 100 °C, more preferably 40 °C to 100 °C the aqueous adhesive layer It can be carried out by a method of curing.
  • a triacetyl cellulose film, a cycloolefin polymer film, a norbornene film, a polycarbonate film or an acrylic film is bonded to the other surface of the polarizer in which the polyethylene terephthalate protective film is not laminated, as necessary. It may further comprise the step.
  • This step is to form a second adhesive layer between the other surface of the polarizer and the triacetyl cellulose film, cycloolefin polymer film, norbornene film, polycarbonate film or acrylic film and the polarizer and triacetyl cellulose film, cycloolefin polymer film, After laminating a norbornene film, a polycarbonate film or an acrylic film, the second adhesive layer may be hardened.
  • the second adhesive layer may be formed according to the same components and formation method as the water-based adhesive layer of the present invention described above, and, if necessary, the second The primer layer of the present invention may be further formed between the adhesive layer and the triacetylcellulose film.
  • the component, the formation method, etc. of a primer layer are the same as the above.
  • the second adhesive layer is preferably formed of a non-aqueous adhesive, and polyethylene terephthalate protection It is preferable to bond the films after the curing of the water-based adhesive layer formed on the film side is completed.
  • a 4% by weight aqueous solution was prepared by dissolving a polyvinyl alcohol resin (average degree of polymerization 2000, degree of 94%, Japanese Synthetic) containing acetoacetyl group (5% by weight) in pure water. Sodium glyoxalate was added thereto at a ratio of 10 parts by weight per 100 parts by weight of the polyvinyl alcohol resin solid content, and then mixed with stirring to prepare an adhesive A.
  • Adhesive B was prepared in the same manner as in Preparation Example 1, except that 6.7 parts by weight of a titanium amine complex crosslinking agent (trade name: TYZOR TE, DuPont) was used instead of 10 parts by weight of sodium glyoxalate as the crosslinking agent.
  • a titanium amine complex crosslinking agent trade name: TYZOR TE, DuPont
  • Ethylene glycol, 1,4-butanediol, terephthalic acid, and isophthalic acid were added at a molar ratio of 0.5: 0.5: 0.5: 0.5, and an esterification reaction was performed to prepare a polyester resin.
  • Acrylic resin manufactured by LG MMA
  • styrene resin manufactured by Aldrich
  • Ethylene glycol, 1,4-butanediol, terephthalic acid, and isophthalic acid were added at a molar ratio of 0.5: 0.5: 0.5: 0.5, and an esterification reaction was performed to prepare a polyester resin.
  • Ethylene glycol, 1,4-butanediol, terephthalic acid, and isophthalic acid were added at a molar ratio of 0.5: 0.5: 0.5: 0.5, and an esterification reaction was performed to prepare a polyester resin.
  • a primer composition B was prepared by adding 30 parts by weight of a urethane compound (manufacturer: DIC, trade name: AP-201) to 70 parts by weight of the polyester resin.
  • a process of swelling a polyvinyl alcohol film (Kyraray Co. Ltd., polymerization degree 2000) having a thickness of 60 ⁇ m in a pure solution of 25 ° C. for 75 seconds, followed by dyeing for 80 seconds in an iodine solution at 30 ° C. and 0.12 wt%. Proceeded. Thereafter, a washing process was performed for 20 seconds in a boric acid solution at 40 ° C. and 0.12% by weight, and drawn 6 times in a boric acid solution at 52 ° C. and 3.5% by weight. After stretching, the light was subjected to a complementary color process in a 5 wt% KI solution, and dried in an oven at 80 ° C. for 5 minutes to prepare a polarizer.
  • a primer composition A prepared according to Preparation Example 3 was coated on one surface of a polyethylene terephthalate protective film (PET, Teijin-Dupon), it was dried at 120 ° C. for 3 minutes to form a primer layer having a thickness of 200 nm. Then, an acrylic resin mixed with 1,1,1-trifluoroethane was applied to the other side of the PET film to form a low refractive coating layer.
  • PET polyethylene terephthalate protective film
  • the polarizer and TAC After placing a 60 ⁇ m-thick triacetyl cellulose (TAC) film on one side of the polarizer manufactured by Preparation Example 6, and placing the PET film formed with the primer layer and the low refractive coating layer on the other side, the polarizer and TAC After the adhesive A prepared in Preparation Example 1 was resumed between the film and between the polarizer and the PET film, the laminate was laminated with a laminator and dried in an 80 ° C. oven for 5 minutes to prepare a polarizing plate.
  • the produced polarizing plate was a structure of a low refractive coating layer / PET film / primer layer / adhesive layer / polarizer / adhesive layer / TAC film.
  • a polarizing plate was manufactured in the same manner as in Example 1 except that the drying temperature of the primer layer was 140 ° C.
  • a polarizing plate was manufactured in the same manner as in Example 1 except that the drying temperature of the primer layer was 160 ° C.
  • a polarizing plate was prepared in the same manner as in Example 1 except that the drying temperature of the primer layer was set at 180 ° C.
  • a polarizing plate was prepared in the same manner as in Example 1 except that the drying temperature of the primer layer was set at 110 ° C.
  • a polarizing plate was manufactured in the same manner as in Example 1, except that a polyethylene terephthalate film without a primer layer and a low refractive coating layer was used.
  • the produced polarizing plate was a structure of PET film / adhesive layer / polarizer / adhesive layer / TAC film.
  • a polarizing plate was manufactured in the same manner as in Example 1 except for using the primer composition B prepared according to Preparation Example 4 instead of the primer composition A.
  • a polarizing plate was manufactured in the same manner as in Example 1 except for using the primer composition C prepared according to Preparation Example 5 instead of the primer composition A.
  • a 60 ⁇ m-thick triacetyl cellulose (TAC) film was placed on both sides of the polarizer prepared in Preparation Example 6, and the adhesive A prepared in Preparation Example 1 was restarted between the polarizer and the TAC film, and then laminated with a laminator.
  • the polarizing plate was manufactured by drying for 5 minutes in an 80 degreeC oven.
  • the produced polarizing plate was a structure of TAC film / adhesive layer / polarizer / adhesive layer / TAC film.
  • a polarizing plate was manufactured in the same manner as in Example 1, except that Adhesive B prepared in Preparation Example 2 was used instead of Adhesive A.
  • the adhesive force of the polarizing plates manufactured by Examples 1-4, Reference Example 1, and Comparative Examples 1-4 was measured.
  • the adhesive force of the polarizing plate, as shown in Figure 1 after fixing the polyvinyl alcohol film (A) of the polarizing plate sample cut to 2cm width with a sample holder (H), the force in a direction perpendicular to the plane direction of the polarizing plate was applied by peeling the polyvinyl alcohol film (A) from the protective film (B) to measure the force (90 degree peeling force), and as a measuring instrument, a texture analyzer (model name: TA-XT Plus) of Stable Micro System ) was used.
  • Example 4 The surface state was confirmed after immersing the polarizing plates of Example 4, the comparative example 1, and the comparative example 4 in 60 degreeC water for 24 hours. 3 shows a photograph of the surface state of the polarizing plates after immersion.
  • the surface of the polarizing plate is kept clean even after immersion, while the polarizing plate and the TAC protective film of Comparative Example 1 in which the primer layer is not formed are disposed on both sides.
  • the damage occurred to the polarizer after immersion it can be seen that the damage occurred to the polarizer after immersion.
  • the single transmittance (Ts) and polarization degree (DOP) of the polarizing plates prepared in Example 4, Comparative Example 1 and Comparative Examples 4 to 5 were measured using a JASCO V-7100 spectrophotometer.
  • Ts transmittance
  • DOP polarization degree
  • Orthogonal luminance (Lc) was measured with.
  • the two glass substrates were arranged such that the surfaces to which the polarizers were not attached were in contact with each other.
  • the curl of the polarizing plate produced by Example 4 was observed. As shown in FIG. 4, the polarizing plate of Example 4 has curls convex downward when the PET film is placed upward. That is, when the polarizing plate is disposed so that the PET film is placed downward, convex curls are formed upward. When the polarizing plate is attached to the lower substrate of the liquid crystal panel so that the PET film is on the backlight side, edge light leakage phenomenon due to the bending of the polarizing plate is caused. It can prevent.
  • Comparative Example 5 Although less light leakage occurs than Comparative Example 4, it can be seen that the edge light leakage appears a lot compared to Example 4. Such a result is judged to show that the polarizing plate of the present invention hardly deforms even in a high temperature and high humidity environment.

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US15/113,709 US10451915B2 (en) 2014-05-22 2015-05-22 Polarizing plate with polyethylene terephthalate film as protective film, and method for manufacturing same
CN201580008581.6A CN106030351B (zh) 2014-05-22 2015-05-22 含有聚对苯二甲酸乙二酯膜作为保护膜的偏光板及其制造方法
JP2016547615A JP6535016B2 (ja) 2014-05-22 2015-05-22 ポリエチレンテレフタレートフィルムを保護フィルムとして備えた偏光板およびその製造方法｛ｐｏｌａｒｉｚｉｎｇ ｐｌａｔｅ ｗｉｔｈ ｐｏｌｙｅｔｈｙｌｅｎｅ ｔｅｒｅｐｈｔｈａｌａｔｅ ｆｉｌｍ ａｓ ｐｒｏｔｅｃｔｉｏｎ ｆｉｌｍ， ａｎｄ ｍｅｔｈｏｄ ｆｏｒ ｍａｎｕｆａｃｔｕｒｉｎｇ ｓａｍｅ｝

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KR101768765B1 (ko) 2017-08-17
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