KR101999950B1 - Method for manufacturing a liquid crystal film - Google Patents

Method for manufacturing a liquid crystal film Download PDF

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KR101999950B1
KR101999950B1 KR1020160003909A KR20160003909A KR101999950B1 KR 101999950 B1 KR101999950 B1 KR 101999950B1 KR 1020160003909 A KR1020160003909 A KR 1020160003909A KR 20160003909 A KR20160003909 A KR 20160003909A KR 101999950 B1 KR101999950 B1 KR 101999950B1
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liquid crystal
polymerizable liquid
crystal layer
layer
alignment
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KR20170084638A (en
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이대희
이은혜
박문수
김영진
장준원
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주식회사 엘지화학
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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
    • G02F1/1337—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers
    • G02F1/133711—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers by organic films, e.g. polymeric films
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1337—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers
    • G02F1/13378—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers by treatment of the surface, e.g. embossing, rubbing or light irradiation
    • G02F1/133788—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers by treatment of the surface, e.g. embossing, rubbing or light irradiation by light irradiation, e.g. linearly polarised light photo-polymerisation
    • H01L27/3232—
    • G02F2001/133738—

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  • Nonlinear Science (AREA)
  • Mathematical Physics (AREA)
  • Chemical & Material Sciences (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Liquid Crystal (AREA)
  • Polarising Elements (AREA)

Abstract

The present application relates to a method for producing a liquid crystal film, a liquid crystal film produced thereby and the use of the liquid crystal film. The method for producing a liquid crystal film of the present application may produce a liquid crystal film having a multi-layered structure in which at least two horizontally aligned liquid crystal layers are laminated through continuous coating and alignment without a separate alignment film or pressure-sensitive adhesive. The liquid crystal film may be usefully used for optical devices such as a polarizing plate of an organic electronic device, a brightness enhancing film of a liquid crystal display device, a circular polarizing plate, and the like.

Description

Method for manufacturing a liquid crystal film {Method for manufacturing a liquid crystal film}

The present application relates to a method for producing a liquid crystal film, a liquid crystal film produced thereby and the use of the liquid crystal film.

Retardation films can be used for a variety of applications. The retardation film may be disposed on one side or both sides of the liquid crystal cell, for example, to improve the viewing angle characteristic of the display device. The retardation film may also be used for antireflection and securing visibility in a reflective LCD, an organic light emitting device (OLED), or the like (Patent Document 1).

The retardation film may be produced through, for example, liquid crystal. In order to use a liquid crystal as a retardation film, it may be necessary to orientate a liquid crystal suitably in order to show a desired phase difference. For example, in order to manufacture a retardation film having a multilayer structure in which two or more oriented liquid crystal films are laminated, a liquid crystal film is generally laminated after an oriented liquid crystal film is laminated through an adhesive or coated with an alignment film on the oriented liquid crystal film. There is a method of coating. However, this method has a problem that the process is cumbersome, time-consuming and expensive, and the thickness of the final device becomes thick.

Japanese Laid-Open Patent Publication No. 1996-321381

The subject of this application is providing the manufacturing method of the liquid crystal film which can solve the said problem, the liquid crystal film manufactured by this, and the use of the said liquid crystal film.

The present application relates to a method for producing a liquid crystal film. Preparation of Exemplary Liquid Crystal Film It may include forming a second polymerizable liquid crystal layer having a horizontal alignment by polymerizing a second polymerizable liquid crystal composition directly provided on the first polymerizable liquid crystal layer having a horizontal alignment.

The method for producing a liquid crystal film of the present application may produce a liquid crystal film having a multi-layered structure in which at least two horizontally aligned liquid crystal layers are laminated through continuous coating and alignment without a separate alignment film or pressure-sensitive adhesive.

That is, according to the manufacturing method of the present application, it is possible to provide a liquid crystal film comprising a first polymerizable liquid crystal layer having a horizontal alignment and a second polymerizable liquid crystal layer having a horizontal alignment provided directly on the first polymerizable liquid crystal layer. Can be.

In the present specification, A provided directly to B may mean that A is provided directly between A and B without a separate interlayer.

In the present specification, the horizontal alignment indicates that the director of the liquid crystal compound is about 0 degrees to 5 degrees, about 0 degrees to 4 degrees, about 0 degrees to 3 degrees, about 0 degrees to 2 degrees, about the plane of the liquid crystal layer. It may mean an alignment state aligned in a state having an inclination angle of 0 degree to 1 degree or about 0 degree.

In the present specification, the director may mean an optical axis direction of the liquid crystal compound. In the present specification, the optical axis may mean a slow axis of the liquid crystal compound. As an example, when the liquid crystal compound has a rod shape, the optical axis may mean a long axis of the liquid crystal compound. In another example, when the liquid crystal compound has a discotic shape, it may mean an axis in the normal direction of the plane of the disc.

Horizontal orientation can include planar orientation, twist orientation or cholesteric orientation.

In the present specification, the planar alignment may refer to an alignment state in which the liquid crystal compounds in the liquid crystal layer are horizontally aligned, and the directors of the liquid crystal compounds form a layer in parallel with each other. Planar orientation may be referred to as having a uniform horizontal orientation.

In this specification, the twist orientation or cholesteric alignment may refer to a spiral alignment state in which the liquid crystal compound in the liquid crystal layer is horizontally aligned, and the directors of the liquid crystal compounds are twisted along the spiral axis to form a layer.

When the direction of the director of the liquid crystal compound to complete the 360 rotation "pitch", the twist orientation may mean that the thickness of the liquid crystal layer is less than the pitch. That is, the director of the liquid crystal compound may not rotate 360 in the liquid crystal layer having the twisted orientation.

On the other hand, in the liquid crystal layer having a cholesteric alignment, the director of the liquid crystal compound may rotate 360 degrees. 1 exemplarily shows cholesteric orientation. Referring to FIG. 1, the cholesteric alignment has a spiral structure in which the director of the liquid crystal compound (n in FIG. 1) is oriented along a spiral axis (X in FIG. 1) in a layered manner, and has a pitch (FIG. 1). In P), the liquid crystal compound is rotated 360 degrees.

In the above production method, the first polymerizable liquid crystal layer can be formed by inducing a horizontal orientation and polymerizing the first polymerizable liquid crystal composition provided on the substrate layer.

In the present specification, the polymerizable liquid crystal composition may be in a state before polymerization, and the polymerizable liquid crystal layer may be in a state after polymerizing the polymerizable liquid crystal composition.

As a base material layer, a well-known material can be used without a restriction | limiting in particular. For example, inorganic films, plastic films, etc., such as a glass film, a crystalline or amorphous silicon film, a quartz, or an Indium Tin Oxide (ITO) film, can be used. As a base material layer, the optically isotropic base material layer, the optically anisotropic base material layer like a retardation layer, a polarizing plate, a color filter substrate, etc. can be used. For example, when the polarizing layer is present inside the base layer, that is, between the liquid crystal layer and the base layer, even when an anisotropic base layer is used as the base layer, an element having an appropriate performance can be realized.

Examples of the plastic substrate layer include triacetyl cellulose (TAC); COP (cyclo olefin copolymer) such as norbornene derivatives; Poly (methyl methacrylate); PC (polycarbonate); PE (polyethylene); PP (polypropylene); PVA (polyvinyl alcohol); DAC (diacetyl cellulose); Pac (Polyacrylate); PES (poly ether sulfone); PEEK (polyetheretherketon PPS (polyphenylsulfone), PEI (polyetherimide); PEN (polyethylenemaphthatlate); PET (polyethyleneterephtalate); PI (polyimide); PSF (polysulfone); PAR (polyarylate) or amorphous fluorine resin The substrate layer may include a coating layer of a silicon compound such as gold, silver, silicon dioxide or silicon monoxide, or a coating layer such as an antireflection layer, if necessary.

The method of inducing the alignment of the horizontal alignment to the first polymerizable liquid crystal composition is not particularly limited, and a method known in the art may be applied.

In one example, the horizontal alignment of the first polymerizable liquid crystal composition may be induced by the alignment treatment of the substrate layer. For example, a contact alignment treatment such as a rubbing alignment treatment may be performed on the substrate layer, or a non-contact alignment treatment such as a photo alignment treatment may be performed on the substrate layer. Photo-alignment treatment can be performed, for example, by providing a photo-alignment material on the substrate layer and then irradiating linearly polarized light on the photo-alignment material.

When providing a first polymerizable liquid crystal composition on the alignment-treated substrate layer, alignment of the horizontal alignment may be induced in the first polymerizable liquid crystal composition.

In the present specification, the method of providing the liquid crystal composition on the base layer or the liquid crystal layer is not particularly limited, and a known coating method may be applied. For example, it may be provided through a conventional coating method such as roll coating, bar coating, comma coating, inkjet coating or spin coating.

The first polymerizable liquid crystal layer may have a horizontal alignment capability with respect to the second polymerizable liquid crystal composition. Thus, even if a separate alignment film is not provided between the first polymerizable liquid crystal layer and the second polymerizable liquid crystal composition, Horizontal alignment can be induced in the polymerizable liquid crystal layer.

The horizontal alignment capability of the first polymerizable liquid crystal layer may be implemented by adding an appropriate surfactant to the first polymerizable liquid crystal composition or by adjusting ultraviolet irradiation conditions at the time of polymerization of the first polymerizable liquid crystal layer.

In one example, the first polymerizable liquid crystal composition may include a first polymerizable liquid crystal compound and a surfactant. As the surfactant, a silicone-based surfactant or a fluorine-based surfactant may be used.

In one example, the first polymerizable liquid crystal composition may include 5 to 50 parts by weight of the first polymerizable liquid crystal compound and 0.001 to 1 part by weight of the surfactant. In addition, the first polymerizable liquid crystal composition may include a surfactant in a ratio of 0.001 to 1% by weight. When the content ratio satisfies the above range, it is suitable for implementing horizontal alignment capability in the first polymerizable liquid crystal layer.

The first polymerizable liquid crystal layer may be formed by irradiating and polymerizing a layer of the first polymerizable liquid crystal composition provided on the substrate layer with ultraviolet rays.

In one example, the first polymerizable liquid crystal layer is 100 mJ / cm 2 in the layer of the first polymerizable liquid crystal composition provided on the substrate layer. Greater than 500 mJ / cm 2 It can form by irradiating an ultraviolet-ray and polymerizing with the following light quantities. The amount of ultraviolet light is specifically 200 mJ / cm 2 To 400 mJ / cm 2 or 250 mJ / cm 2 To 350 mJ / cm 2 . When the first polymerizable liquid crystal layer is formed by irradiating ultraviolet light with the light amount, the first polymerizable liquid crystal layer is suitable for implementing horizontal alignment capability.

In one example, the ultraviolet irradiation may be performed under nitrogen (N 2 ) purging. In the case of forming the first polymerizable liquid crystal layer by irradiating ultraviolet rays under nitrogen (N 2 ) purging, the first polymerizable liquid crystal layer is suitable for implementing horizontal alignment capability.

In one example, the ultraviolet irradiation is 100 mW / cm 2 It can be carried out by irradiating with ultraviolet light of the intensity of from 500 mW / cm 2 . The raising of the ultraviolet ray is specifically 150 mW / cm 2 to 450 mW / cm 2 , 200 mW / cm 2 To 400 mW / cm 2 , 250 mW / cm 2 To 350 mW / cm, 275 mW / cm 2 To 325 mW / cm 22 , and according to an embodiment of the present application, ultraviolet rays having an intensity of about 300 mW / cm 2 may be irradiated. When the first polymerizable liquid crystal layer is formed by irradiating ultraviolet rays with the above intensity, it is suitable for implementing horizontal alignment capability in the first polymerizable liquid crystal layer.

In the above method, the second polymerizable liquid crystal composition provided on the first polymerizable liquid crystal layer may include a second polymerizable liquid crystal compound in an unpolymerized state.

When the second polymerizable liquid crystal composition is directly provided on the first polymerizable liquid crystal layer, alignment of the horizontal alignment may be induced to the second polymerizable liquid crystal composition by the horizontal alignment capability of the first polymerizable liquid crystal layer.

The 2nd polymerizable liquid crystal layer which has a horizontal orientation can be formed by superposing | polymerizing a 2nd polymerizable liquid crystal composition in the state which induced the alignment of a horizontal orientation to a 2nd polymerizable liquid crystal composition.

Polymerization of the second polymerizable liquid crystal composition may be performed by irradiating ultraviolet rays to the layer of the second polymerizable liquid crystal composition provided on the first polymerizable liquid crystal layer.

In one example, the second polymerizable liquid crystal layer is 500 mJ / cm 2 in the layer of the second polymerizable liquid crystal composition provided on the first polymerizable liquid crystal layer. It may be formed by polymerizing by irradiating ultraviolet light with an amount of light of 1500 mJ / cm 2 . The amount of ultraviolet light is specifically 600 mJ / cm 2 To 1400 mJ / cm 2 , 700 mJ / cm 2 To 1300 mJ / cm 2 , 800 mJ / cm 2 To 1200 mJ / cm 2 Or 900 mJ / cm 2 To 1100 mJ / cm 2 , and according to the exemplary embodiment of the present application, ultraviolet rays of a light amount of about 1000 mJ / cm 2 may be irradiated. When the second polymerizable liquid crystal layer is formed by irradiating ultraviolet light with the light amount, horizontal alignment may be effectively induced to the second polymerizable liquid crystal layer.

In one example, the ultraviolet irradiation may be performed under nitrogen (N 2 ) purging. When the second polymerizable liquid crystal layer is formed by irradiating ultraviolet rays under nitrogen (N 2 ) purging, the horizontal alignment may be effectively induced in the second polymerizable liquid crystal layer.

In one example, the ultraviolet irradiation is 100 mW / cm 2 It can be carried out by irradiating with ultraviolet light of the intensity of from 500 mW / cm 2 . The raising of the ultraviolet ray is specifically 150 mW / cm 2 to 450 mW / cm 2 , 200 mW / cm 2 To 400 mW / cm 2 , 250 mW / cm 2 To 350 mW / cm, 275 mW / cm 2 To 325 mW / cm 22 , and according to an embodiment of the present application, ultraviolet rays having an intensity of about 300 mW / cm 2 may be irradiated. When the second polymerizable liquid crystal layer is formed by irradiating ultraviolet rays with the above intensity, horizontal alignment may be effectively induced in the second polymerizable liquid crystal layer.

When it is desired to further form a third polymerizable liquid crystal layer having a horizontal alignment on the second polymerizable liquid crystal layer, a horizontal alignment film may be provided on the second polymerizable liquid crystal layer.

Or when forming the 3rd polymerizable liquid crystal layer which has a horizontal orientation on a 2nd polymerizable liquid crystal layer further, the method of providing horizontal alignment capability to a 1st polymerizable liquid crystal layer is the same as that of a 2nd polymerizable liquid crystal layer. Can be applied.

For example, the second polymerizable liquid crystal composition may include a second polymerizable liquid crystal compound and a surfactant. As the surfactant, a silicone-based surfactant or a fluorine-based surfactant may be used.

In addition, the second polymerizable liquid crystal composition may include 5 to 50 parts by weight of the second polymerizable liquid crystal compound and 0.001 to 1 part by weight of the surfactant. In addition, the second polymerizable liquid crystal composition may include a surfactant in a ratio of 0.001 to 1% by weight. When the content ratio satisfies the above range, it is suitable for implementing horizontal alignment capability in the second polymerizable liquid crystal layer.

Further, the second polymerizable liquid crystal layer is 100 mJ / cm 2 in the layer of the second polymerizable liquid crystal composition provided on the first polymerizable liquid crystal layer. Greater than 500 mJ / cm 2 It can form by irradiating an ultraviolet-ray and polymerizing with the following light quantities. The amount of ultraviolet light is specifically 200 mJ / cm 2 To 400 mJ / cm 2 or 250 mJ / cm 2 To 350 mJ / cm 2 .

In addition, the ultraviolet irradiation may be performed under nitrogen (N 2 ) purging.

In addition, the ultraviolet irradiation is 100 mW / cm 2 It can be carried out by irradiating with ultraviolet light of the intensity of from 500 mW / cm 2 . The raising of the ultraviolet ray is specifically 150 mW / cm 2 To 450 mW / cm 2 , 200 mW / cm 2 To 400 mW / cm 2 , 250 mW / cm 2 To 350 mW / cm, 275 mW / cm 2 To 325 mW / cm 22 .

As described above, when the second polymerizable liquid crystal layer is formed by irradiating ultraviolet rays under the above conditions, the second polymerizable liquid crystal layer is suitable for implementing horizontal alignment capability.

Next, the third polymerizable liquid crystal layer having the horizontal alignment may be formed by providing a third polymerizable liquid crystal composition on the second polymerizable liquid crystal layer having the horizontal alignment capability and then polymerizing the polymerizable liquid crystal layer. In this case, the third polymerizable liquid crystal composition may include a third polymerizable liquid crystal compound in an unpolymerized state, and the third polymerizable liquid crystal composition may be polymerized by irradiating ultraviolet rays to the third polymerizable liquid crystal composition.

In addition, if necessary, a polymerizable liquid crystal layer having a horizontal alignment may be further formed in the same manner as described above.

The first to third polymerizable liquid crystal compounds included in the first to third polymerizable liquid crystal compositions contain a site capable of exhibiting liquid crystal, for example, a mesogen skeleton, and the like, and further include a polymerizable functional group. It may be a compound containing one or more.

The first to third polymerizable liquid crystal layers may each include the first to third polymerizable liquid crystal compounds in a polymerized form. In the present specification, that the polymerizable liquid crystal compound is included in a polymerized form may mean a state in which the liquid crystal compound is polymerized to form a skeleton such as a main chain or side chain of the liquid crystal polymer in the liquid crystal layer.

The first to third polymerizable liquid crystal compounds may be compounds represented by the following Chemical Formula 1.

[Formula 1]

Figure 112016003455277-pat00001

In Formula 1, A is a single bond, -COO- or -OCO-, and R 1 to R 10 are each independently hydrogen, halogen, alkyl group, alkoxy group, alkoxycarbonyl group, cyano group, nitro group, -OQP or A substituent of Formula 2 or a pair of two adjacent substituents of R 1 to R 5 or a pair of two adjacent substituents of R 6 to R 10 are connected to each other to form a benzene substituted with -OQP, wherein R 1 to At least one of R 10 is -OQP or a substituent of Formula 2 below, or at least one pair of two adjacent substituents of R 1 to R 5 or two adjacent substituents of R 6 to R 10 are connected to each other to form -OQP To form a benzene substituted, wherein Q is an alkylene group or an alkylidene group, and P is an alkenyl group, epoxy group, cyano group, carboxyl group, acryloyl group, methacryloyl group, acryloyloxy group or methacryl It is polymerizable functional groups, such as a loyloxy group.

[Formula 2]

Figure 112016003455277-pat00002

In Formula 2, B is a single bond, -COO- or -OCO-, and R 11 to R 15 are each independently hydrogen, halogen, alkyl group, alkoxy group, alkoxycarbonyl group, cyano group, nitro group or -OQP, or A pair of adjacent two substituents of R 11 to R 15 are connected to each other to form a benzene substituted with -OQP, wherein at least one of R 11 to R 15 is -OQP or two adjacent ones of R 11 to R 15 The pair of substituents are connected to each other to form benzene substituted with -OQP, wherein Q is an alkylene group or an alkylidene group, and P is an alkenyl group, epoxy group, cyano group, carboxyl group, acryloyl group, methacrylo It is a polymerizable functional group, such as a diary, acryloyloxy group, or methacryloyloxy group.

In Formulas 1 and 2, two adjacent substituents may be linked to each other to form a benzene substituted with -OQP, which may mean that two adjacent substituents are connected to each other to form a naphthalene skeleton substituted with -OQP as a whole. .

"-" On the left side of B in Formula 2 may mean that B is directly connected to benzene of Formula 1.

In the formulas (1) and (2), the term "single bond" means a case where no separate atom is present in the moiety represented by A or B. For example, when A is a single bond in Formula 1, benzene on both sides of A may be directly connected to form a biphenyl structure.

As the halogen in the formula (1) and (2), for example, chlorine, bromine or iodine and the like can be exemplified.

As used herein, unless otherwise specified, the term "alkyl group" includes, for example, a straight or branched chain alkyl group having 1 to 20 carbon atoms, 1 to 16 carbon atoms, 1 to 12 carbon atoms, 1 to 8 carbon atoms, or 1 to 4 carbon atoms. It may mean, or may mean, for example, a cycloalkyl group having 3 to 20 carbon atoms, 3 to 16 carbon atoms, or 4 to 12 carbon atoms. The alkyl group may be optionally substituted by one or more substituents.

As used herein, the term "alkoxy group", unless otherwise specified, may mean, for example, an alkoxy group having 1 to 20 carbon atoms, 1 to 16 carbon atoms, 1 to 12 carbon atoms, 1 to 8 carbon atoms, or 1 to 4 carbon atoms. Can be. The alkoxy group may be linear, branched or cyclic. In addition, the alkoxy group may be optionally substituted by one or more substituents.

In the present specification, the term "alkylene group" or "alkylidene group" means, for example, an alkylene group or an alkylidene group having 1 to 12 carbon atoms, 4 to 10 carbon atoms or 6 to 9 carbon atoms, unless otherwise specified. Can be. The alkylene group or alkylidene group may be, for example, linear, branched or cyclic. In addition, the alkylene group or alkylidene group may be optionally substituted by one or more substituents.

As used herein, unless otherwise specified, the term "alkenyl group" means, for example, an alkenyl group having 2 to 20 carbon atoms, 2 to 16 carbon atoms, 2 to 12 carbon atoms, 2 to 8 carbon atoms, or 2 to 4 carbon atoms. Can be. The alkenyl group may be, for example, linear, branched or cyclic. In addition, the alkenyl group may be optionally substituted by one or more substituents.

In Formulas 1 and 2, P may be, for example, acryloyl group, methacryloyl group, acryloyloxy group or methacryloyloxy group, may be acryloyloxy group or methacryloyloxy group, and in another example It may be an acryloyloxy group.

As a substituent which may be substituted by the specific functional group in this specification, an alkyl group, an alkoxy group, an alkenyl group, an epoxy group, an oxo group, an oxetanyl group, a thiol group, a cyano group, a carboxyl group, acryloyl group, methacryloyl group, Acryloyloxy group, methacryloyloxy group or an aryl group may be exemplified, but is not limited thereto.

Residues of —OQP or formula (4), which may be present in at least one of formulas (1) and (2), may be, for example, at a position of R 3 , R 8, or R 13 . In addition, the substituents connected to each other to constitute benzene substituted with -OQP may be, for example, R 3 and R 4 or R 12 and R 13 . Further, substituents other than -OQP or residues of the formula (2) or substituents other than the substituents connected to each other to form benzene in the compound of the formula (1) or the formula (2), for example, hydrogen, halogen, straight chain of 1 to 4 carbon atoms Or an alkoxycarbonyl group including a branched alkyl group, a straight or branched alkoxy group having 1 to 4 carbon atoms, a cycloalkyl group having 4 to 12 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, a cyano group or a nitro group, and in another example Alkoxycarbonyl group or cyano group including chlorine, a linear or branched alkyl group having 1 to 4 carbon atoms, a cycloalkyl group having 4 to 12 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, a straight or branched chain alkoxy group having 1 to 4 carbon atoms Can be.

The first to third polymerizable liquid crystal compositions may include a polyfunctional polymerizable liquid crystal compound or a monofunctional polymerizable liquid crystal compound.

In the present specification, the multifunctional polymerizable liquid crystal compound may mean a liquid crystal compound including two or more polymerizable functional groups. In one example, the multifunctional polymerizable liquid crystal compound has 2 to 10, 2 to 8, 2 to 6, 2 to 5, 2 to 4, 2 to 3 polymerizable functional groups Or two. In addition, the monofunctional polymerizable liquid crystal compound may mean a liquid crystal compound including one polymerizable functional group.

In one example, the first to third polymerizable liquid crystal compositions may include a multifunctional polymerizable liquid crystal compound and a monofunctional polymerizable liquid crystal compound together. When the polyfunctional and monofunctional polymerizable compounds are used together, the phase retardation characteristics of the liquid crystal layer can be effectively controlled, and the phase retardation characteristics implemented, for example, the optical axis of the phase retardation layer and the phase retardation value can be stably maintained. Can be.

In one example, the first to the third polymerizable liquid crystal layer, the monofunctional polymerizable liquid crystal compound is more than 0 parts by weight and 100 parts by weight or less, 1 part by weight to 90 parts by weight, based on 100 parts by weight of the polyfunctional polymerizable liquid crystal compound, 1 part by weight to 80 parts by weight, 1 part by weight to 70 parts by weight, 1 part by weight to 60 parts by weight, 1 part by weight to 50 parts by weight, 1 part by weight to 30 parts by weight or 1 to 20 parts by weight. have. Unless otherwise specified herein, the unit "parts by weight" may mean a ratio of weight.

When the twist orientation or the cholesteric orientation is to be induced in the first to third polymerizable liquid crystal layers, the first to third polymerizable liquid crystal compositions may further include a chiral agent. The chiral agent may induce the director of the polymerizable liquid crystal compound to have a helical structure, thereby implementing a twisted or cholesteric aligned state.

The chiral agent can be used without particular limitation, so long as it can induce liquid crystalline, for example, nematic regularity, and can cause a desired spiral structure. The chiral agent for inducing the helical structure in the liquid crystal needs to include at least chirality in the molecular structure. As the chiral agent, for example, compounds having one or two or more asymmetric carbons, compounds having asymmetric points on heteroatoms such as chiral amines or chiral sulfoxides, or cumulene Or a compound having an axially asymmetric optically active site with an axial agent such as binaphthol. The chiral agent may be, for example, a low molecular weight compound having a molecular weight of 1,500 or less. As the chiral agent, a commercially available chiral nematic liquid crystal, for example, a chiral dopant liquid crystal S-811 commercially available from Merck, LCLC, etc. of BASF may be used.

A liquid crystal layer having a twisted orientation or a cholesteric alignment is applied to a liquid crystal composition containing a polymerizable liquid crystal compound and a chiral agent on a base material layer or a liquid crystal layer, and the liquid crystal in a state where the spiral pitch of the liquid crystal compound is induced by the chiral agent. The composition can be formed by polymerization.

The first to third polymerizable liquid crystal compositions may also include one or more other additives such as crosslinkers or polymerization initiators and the like. In addition, the first to third polymerizable liquid crystal compositions may be part of a coating composition, typically including one or more solvents. The coating composition may include, for example, a dispersant, an antioxidant and an ozoneogenic agent. In addition, the coating composition may include various dyes and pigments, if desired, to absorb ultraviolet, infrared or visible light. In some cases, it may be appropriate to add viscosity modifiers such as thickeners and fillers.

The present application also relates to a liquid crystal film. The liquid crystal film may include a first polymerizable liquid crystal layer having a horizontal alignment and a second polymerizable liquid crystal layer having a horizontal alignment provided directly on the first polymerizable liquid crystal layer.

The liquid crystal film may be manufactured by a method of manufacturing the liquid crystal film. Therefore, when the same technical terms as described in the item of the method of manufacturing the liquid crystal film are used in the item of the liquid crystal film, the content described in the method of manufacturing the liquid crystal film may be equally applied.

Since the second polymerizable liquid crystal layer is directly provided on the first polymerizable liquid crystal layer, the liquid crystal film may not have an alignment layer or an adhesive between the first polymerizable liquid crystal layer and the second polymerizable liquid crystal layer.

Therefore, the liquid crystal film may be thin, and there is an advantage that the physical properties of the first polymerizable liquid crystal layer or the second polymerizable liquid crystal layer are not affected by the alignment layer or the adhesive.

The liquid crystal film may further include a base layer on one surface of the first polymerizable liquid crystal layer. The base layer may be provided on the opposite side where, for example, the second polymerizable liquid crystal layer of the first polymerizable liquid crystal layer is present. As described in the method of manufacturing the liquid crystal film, the substrate layer may have undergone alignment treatment.

The liquid crystal film may further include a third polymerizable liquid crystal layer having a horizontal alignment provided directly on the second polymerizable liquid crystal layer. The liquid crystal film of the said structure can be manufactured by giving a horizontal alignment capability to a 2nd polymerizable liquid crystal layer as described in the manufacturing method of the said liquid crystal film.

In one example, the first to third polymerizable liquid crystal layers may have a planar orientation and satisfy the following general formula (1). The liquid crystal layer that satisfies the following general formula 1 may be referred to as a so-called uniaxial retardation layer or A plate. .

 [Formula 1]

n x ≠ n y ≒ n z

In general formula (1), n x , n y and n z are refractive indices in the x, y and z axis directions of the liquid crystal layer, respectively. As shown in FIG. 2, the x axis means one direction in the plane of the liquid crystal layer, the y axis means an in-plane direction perpendicular to the x axis, and the z axis is a plane formed by the x axis and the y axis. It can mean the direction of the normal, for example, the thickness direction of the liquid crystal layer. In one example, the x axis may be in a direction parallel to the slow axis of the film and the y axis may be in a direction parallel to the fast axis of the film. In the general formula 1, the symbol ≒ means that the numerical values on both sides are substantially the same, and the fact that the symbols are substantially the same considers an error within ± 5, within ± 3, within ± 1, or within ± 0.5.

The in-plane retardation value of the first to third polymerizable liquid crystal layers may be appropriately selected according to the use of the liquid crystal film. In the present specification, the "in-plane retardation value" may be defined by Equation 1 below. If the in-plane retardation value of the liquid crystal layer is positive, it may be referred to as a positive uniaxial retardation layer or + A plate, and if the in-plane retardation value of the liquid crystal layer is negative, it may be referred to as a negative uniaxial retardation layer or -A Plate. .

[Equation 1]

R in = (XY) × D

In Equation 1, R in is an in-plane retardation of the liquid crystal layer, X is a refractive index in the in-plane slow axis direction of the liquid crystal layer, Y is a refractive index in the in-plane fast axis direction of the liquid crystal layer, and D is a thickness of the liquid crystal layer.

In one example, the in-plane retardation value of the first to third polymerizable liquid crystal layers is about 200 nm to 280 nm, 200 nm to 270 nm, 200 nm to 260 nm or 220 nm to 250 for light of about 550 nm wavelength. nm. In this case, the planar alignment liquid crystal layer may function as a half wave plate. In another example, the in-plane retardation value of the first to third polymerizable liquid crystal layers may be about 140 nm to 210 nm or 160 nm to 190 nm for light having a wavelength of about 550 nm. In this case, the planar alignment liquid crystal layer may function as a quarter wave plate.

In another example, the first to third polymerizable liquid crystal layers may have a twist orientation. The twist angle of the twist oriented liquid crystal layer may be appropriately selected according to the use of the liquid crystal film. In the present specification, the “twist angle” may mean an angle formed between the direction of the director of the liquid crystal compound present in the lowermost part of the twisted alignment liquid crystal layer and the direction of the director of the liquid crystal compound present in the uppermost part of the twisted alignment liquid crystal layer.

In another example, the first to third polymerizable liquid crystal layers may have a cholesteric orientation. The cholesteric oriented liquid crystal layer can selectively reflect circularly polarized light. The wavelength of the light reflected by the cholesteric alignment liquid crystal layer depends on the refractive index and the pitch of the liquid crystal. The pitch of the cholesteric orientation may be appropriately set in consideration of the wavelength of light to be reflected, and may have a cholesteric orientation to have a pitch of, for example, 380 nm to 780 nm. When the pitch of the cholesteric alignment is within the above range, it may exhibit selective reflection characteristics of circularly polarized light in the visible light region.

In one example, the first and second polymerizable liquid crystal layers of the liquid crystal film may have the same alignment characteristics. For example, the first and second polymerizable liquid crystal layers may be planar aligned liquid crystal layers, twisted aligned liquid crystal layers, or cholesteric aligned liquid crystal layers.

Even when both the first and second polymerizable liquid crystal layers are planar alignment liquid crystal layers, the in-plane retardation values may be the same or different depending on the use of the liquid crystal film. Further, even when both the first and second polymerizable liquid crystal layers are twist oriented liquid crystal layers, the twist angles may be the same or different depending on the use of the liquid crystal film. Further, even when both the first and second polymerizable liquid crystal layers are cholesteric alignment liquid crystal layers, the pitches may be the same or different depending on the use of the liquid crystal film.

In another example, the first liquid crystal layer and the second liquid crystal layer of the liquid crystal film may have different alignment characteristics. For example, the first liquid crystal layer is a planar alignment liquid crystal layer, the second liquid crystal layer is a twisted alignment liquid crystal layer or a cholesteric alignment liquid crystal layer, or the first liquid crystal layer is a twisted alignment liquid crystal layer, and the second liquid crystal layer is It may be a planar alignment liquid crystal layer or a cholesteric alignment liquid crystal layer, or the first liquid crystal layer may be a cholesteric alignment liquid crystal layer, and the second liquid crystal layer may be a plane alignment liquid crystal layer or a twist alignment liquid crystal layer. Even in this case, the in-plane retardation value of the planar alignment liquid crystal layer, the twist angle of the twisted alignment liquid crystal layer, the pitch of the cholesteric alignment liquid crystal layer, and the like can be appropriately designed according to the use of the liquid crystal film.

In one example, the first and second liquid crystal layer of the liquid crystal film may be a planar alignment liquid crystal layer or twisted alignment liquid crystal layer. When the liquid crystal film has the above structure, it can be usefully used as a polarizing plate for OLED.

In another example, the first liquid crystal layer of the liquid crystal film may be a planar alignment liquid crystal layer or a twist alignment liquid crystal layer, and the second liquid crystal layer may be a cholesteric alignment liquid crystal layer. When the liquid crystal film has the above structure, it can be usefully used as a brightness enhancement film such as LCD.

In another example, each of the first liquid crystal layer and the second liquid crystal layer of the liquid crystal film may be a cholesteric alignment liquid crystal layer. When the liquid crystal film has the above structure, it may be usefully used as a circular polarizer.

3 to 7 exemplarily illustrate the structure of the liquid crystal film, but the structure of the liquid crystal film is not limited thereto. 3 to 6 exemplarily illustrate a liquid crystal film including a base layer 101, a first liquid crystal layer 102, and a second liquid crystal layer 103, and FIG. 7 shows a base layer 101 and a first liquid crystal. An exemplary liquid crystal film including the layer 102, the second liquid crystal layer 103, and the third liquid crystal layer 104 is shown. 3 to 7, (A) means a liquid crystal layer having a planar orientation, (T) a liquid crystal layer having a twist orientation, and (C) means a liquid crystal layer having a cholesteric orientation.

However, the orientation of the first liquid crystal layer and the second liquid crystal layer is not limited to the above, and the combination can be variously changed depending on the use of the liquid crystal film.

The thickness of the first to third liquid crystal layers may be appropriately adjusted according to the use of the liquid crystal film. In one example, the thickness of the first to third liquid crystal layers may have a thickness of 1 μm to 10 μm, preferably 1 μm to 5 μm, but is not limited thereto.

The present application also relates to the use of the liquid crystal film. The liquid crystal film can be used in an optical element to which a liquid crystal film having a horizontal alignment can be applied. The optical device may be more usefully used for an optical device requiring application of a liquid crystal film having a multi-layered structure in which two or more liquid crystal layers having a horizontal alignment are stacked.

The liquid crystal film of the present application may be used, for example, in an optical element such as a brightness enhancement film of a display device such as a polarizing plate for an organic electronic device, a liquid crystal display device, a circular polarizing plate, or the like. As long as the organic electronic device or the display device includes the liquid crystal film, other components or structures are not particularly limited, and all contents known in the art may be appropriately applied.

The method for producing a liquid crystal film of the present application may produce a liquid crystal film having a multi-layered structure in which at least two horizontally aligned liquid crystal layers are laminated through continuous coating and alignment without a separate alignment film or pressure-sensitive adhesive. The liquid crystal film may be usefully used for optical devices such as a polarizing plate of an organic electronic device, a brightness enhancing film of a liquid crystal display device, a circular polarizing plate, and the like.

1 is a view for explaining the cholesteric orientation
2 exemplarily shows the x-axis, y-axis and z-axis of the liquid crystal layer.
3 to 7 exemplarily show a liquid crystal film.

Hereinafter, the above contents will be described in more detail with reference to Examples and Comparative Examples, but the scope of the present application is not limited by the contents given below.

Example  One

(1) first Polymerizable Liquid crystal layer  formation

Using a toluene solvent, a horizontally oriented liquid crystal solution having a concentration of 25% of the liquid crystal mixture RMM1290 (manufactured by Merck) was prepared. 0.05 wt% (by total solution) of BYK358N (manufactured by BYK) was added as a surfactant to the liquid crystal solution. After applying the liquid crystal composition on a TAC film (manufactured by Fuji film) rubbed with a soft cloth, dried in an 80 degree oven for 2 minutes and irradiated with ultraviolet (300 mW / cm 2 ) under nitrogen purging to 1 m thick horizontal orientation A liquid crystal layer was formed. The amount of ultraviolet light during curing was about 300 mJ / cm 2 .

(2) second Polymerizable Liquid crystal layer  formation

Toluene was used as a solvent to prepare a cholesteric alignment solution having a concentration of 40% in the liquid crystal mixture RMM856 (manufactured by Merck). 0.05 wt% (by total solution) of BYK358N (manufactured by BYK) was added to the liquid crystal solution as a surfactant. After applying the liquid crystal composition on the first polymerizable liquid crystal layer prepared above, the liquid crystal composition was dried in an 80 degree oven for 2 minutes and irradiated with ultraviolet (300 mW / cm 2 ) under nitrogen purge to obtain a central wavelength of a 3 μm thick reflection spectrum. A cholesteric oriented liquid crystal layer of 550 nm was formed. The amount of ultraviolet light at the time of curing was about 1000 mJ / cm 2 .

The structure of the laminate produced through this is shown in FIG. 3.

Example  2

(1) first Polymerizable Liquid crystal layer  formation

Toluene was used as a solvent to prepare a twist-oriented liquid crystal solution in which the concentration of the liquid crystal mixture RMM1290 (manufactured by Merck) was 25% and the content of LC756 (manufactured by BASF) was 0.2% by weight (based on the total solution). 0.05 wt% (by total solution) of BYK358N (manufactured by BYK) was added to the liquid crystal solution as a surfactant. After coating the liquid crystal composition on a TAC film (manufactured by Fuji film) rubbed with a soft cloth, dried in an 80 degree oven for 2 minutes and irradiated with ultraviolet (300 mW / cm 2 ) under nitrogen purge to twist orientation of 1 μm thickness. A liquid crystal layer was prepared. The amount of ultraviolet light at the time of curing was about 300 mJ / cm 2 .

(2) second Polymerizable Liquid crystal layer  formation

Proceeding in the same manner as in the formation of the second polymerizable liquid crystal layer of Example 1, a cholesteric alignment liquid crystal layer having a 550 nm center wavelength of the 3 탆 thick reflection spectrum was prepared.

The structure of the laminate produced through this is shown in FIG.

Example  3

(1) first Polymerizable Liquid crystal layer  formation

In the same manner as the formation of the first polymerizable liquid crystal layer of Example 1, a horizontally oriented liquid crystal layer having a thickness of 1 μm was formed.

(2) second Polymerizable Liquid crystal layer  formation

Except having changed the ultraviolet light quantity at the time of hardening into 1000 mJ / cm <2> , it proceeded similarly to the formation of the 1st polymeric liquid crystal layer of Example 2, and formed the twist orientation liquid crystal layer of thickness 1micrometer.

The structure of the laminate produced through this is shown in FIG.

Example  4

(1) first Polymerizable Liquid crystal layer  formation

Except for changing the content of LC756 (manufactured by BASF Co., Ltd.) to 6 wt% (based on the total solution), the process proceeds in the same manner as in the formation of the first polymerizable liquid crystal layer of Example 2, whereby the center wavelength of the 3 탆 thick reflection spectrum is A cholesteric oriented liquid crystal layer having 430 nm was prepared.

 (2) second Polymerizable Liquid crystal layer  formation

Proceeding in the same manner as in the formation of the second polymerizable liquid crystal layer of Example 1, a cholesteric alignment liquid crystal layer having a 550 nm center wavelength of the 3 탆 thick reflection spectrum was prepared.

The structure of the laminate produced through this is shown in FIG.

Comparative example  One

(1) first Polymerizable Liquid crystal layer  formation

Except that the amount of ultraviolet light at the time of curing was changed to about 100 mJ / cm 2 , it proceeded in the same manner as the formation of the first polymerizable liquid crystal layer of Example 1 to form a horizontally aligned liquid crystal layer having a thickness of 1 μm.

 (2) second Polymerizable Liquid crystal layer  formation

Although it advanced similarly to the formation of the 2nd polymerizable liquid crystal layer of Example 1, the phenomenon which melt | dissolved a 1st polymerizable liquid crystal layer occurred.

Comparative example  2

(1) first Polymerizable Liquid crystal layer  formation

Except that the amount of ultraviolet light at the time of curing was changed to about 1000 mJ / cm 2 , it proceeded in the same manner as the formation of the first polymerizable liquid crystal layer of Example 1 to form a horizontally aligned liquid crystal layer having a thickness of 1 μm.

 (2) second Polymerizable Liquid crystal layer  formation

Although it advanced similarly to formation of the 2nd polymerizable liquid crystal layer of Example 1, the liquid crystal orientation was bad and haze generate | occur | produced.

Comparative example  3

(1) first Polymerizable Liquid crystal layer  formation

Except not using BYK358N (manufactured by BYK Corporation), the same procedure as in the formation of the first polymerizable liquid crystal layer of Example 1 was carried out to form a horizontally aligned liquid crystal layer having a thickness of 1 m.

 (2) second Polymerizable Liquid crystal layer  formation

Although it advanced similarly to formation of the 2nd polymerizable liquid crystal layer of Example 1, the liquid crystal orientation was bad and haze generate | occur | produced.

Comparative example  4

(1) first Polymerizable Liquid crystal layer  formation

Except not using nitrogen purging, it proceeded similarly to the formation of the 1st polymeric liquid crystal layer of Example 1, and formed the horizontal orientation liquid crystal layer of thickness 1micrometer.

 (2) second Polymerizable Liquid crystal layer  formation

Although it advanced similarly to formation of the 2nd polymerizable liquid crystal layer of Example 1, the liquid crystal orientation was bad and haze generate | occur | produced.

n: waveguide of liquid crystal molecules
P: pitch
X, HA: Helix
101: substrate layer
102: first liquid crystal layer
103: second liquid crystal layer
104: third liquid crystal layer

Claims (24)

Forming a second polymerizable liquid crystal layer having a horizontal alignment by polymerizing a second polymerizable liquid crystal composition directly provided on the first polymerizable liquid crystal layer having a horizontal alignment, wherein the first polymerizable liquid crystal layer is formed on the base layer. Formed by inducing and polymerizing a horizontal orientation in the first polymerizable liquid crystal composition provided in the polymerizable liquid crystal composition, wherein the first polymerizable liquid crystal composition comprises a first polymerizable liquid crystal compound and a surfactant, and is 100 mJ under UV (N 2 ) purging. more than / cm 2 The manufacturing method of the liquid crystal film irradiated with the light quantity of -500 mJ / cm <2> or less. The method for producing a liquid crystal film according to claim 1, wherein the horizontal alignment comprises a planar alignment, a twist orientation or a cholesteric orientation. delete The method for producing a liquid crystal film according to claim 1, wherein the horizontal alignment of the first polymerizable liquid crystal composition is induced by an alignment treatment of the substrate layer. The method for producing a liquid crystal film according to claim 4, wherein the alignment treatment includes a rubbing alignment treatment or a photo alignment treatment. delete The method for producing a liquid crystal film according to claim 1, wherein the surfactant comprises a silicone surfactant or a fluorine surfactant. The method of claim 1, wherein the first polymerizable liquid crystal composition comprises 5 to 50 parts by weight of the first polymerizable liquid crystal compound and 0.001 to 1 part by weight of the surfactant. The liquid crystal film of claim 1, wherein an alignment layer is not provided between the first polymerizable liquid crystal layer and the second polymerizable liquid crystal composition, and the first polymerizable liquid crystal layer has a horizontal alignment ability with respect to the second polymerizable liquid crystal composition. Manufacturing method. delete delete delete The manufacturing method of the liquid crystal film of Claim 1 which irradiates the said ultraviolet-ray with the intensity of 100 mW / cm <2> -500 mW / cm <2> . The method for producing a liquid crystal film according to claim 1, wherein the second polymerizable liquid crystal composition provided on the first polymerizable liquid crystal layer comprises a second polymerizable liquid crystal compound in an unpolymerized state. The method for producing a liquid crystal film according to claim 1, wherein the second polymerizable liquid crystal layer is formed by irradiating and polymerizing a layer of a second polymerizable liquid crystal composition provided on the first polymerizable liquid crystal layer by irradiating ultraviolet rays. The manufacturing method of the liquid crystal film of Claim 15 which irradiates the said ultraviolet-ray with the light quantity of 500 mJ / cm <2> -1500 mJ / cm <2> . The method of claim 15 wherein the method of producing a liquid crystal film, irradiating the ultraviolet rays under a nitrogen purged (N 2). The manufacturing method of the liquid crystal film of Claim 15 which irradiates the said ultraviolet-ray with the intensity of 100 mW / cm <2> -500 mW / cm <2> . delete delete delete delete delete delete
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US20100068419A1 (en) * 2007-04-23 2010-03-18 Sin Young Kim Retardation film, a method for preparing retardation film and polarizer comprising the retardation film

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JP2006098460A (en) * 2004-09-28 2006-04-13 Nitto Denko Corp Retardation film, polarizing plate, liquid crystal panel, liquid crystal display device, and method for manufacturing retardation film
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