Manufacturing method of long retardation film
By continuously coating and drying the light alignment film and liquid crystal cured film on the mother-and-child sheet in the extended direction, and forming a polarized alignment film with light irradiation, the problems of complex processing technology are solved, and the degraded optical film in the extended direction are efficiently manufactured, ensuring the control of the angle between the optical axis and the extended direction and the improvement of optical performance.
Patent Information
- Application Number
- JP2023187720
- Authority / Receiving Office
- JP · JP
- Patent Type
- Patents
- Current Assignee / Owner
- Priority Date
- 2013-08-09
- Filing Date
- 2023-11-01
- Publication Date
- 2025-04-01
- Estimated Expiration
- 2034-08-07
AI Technical Summary
In industrial manufacturing, the angle between the optical axis of the retardation film in the extended direction and its extended direction requires complex processing technology and lacks efficient manufacturing methods.
The continuous process method is adopted, including continuously coating the optical alignment film on the long-child mother sheet, forming the polarized alignment film by polarization, and then continuously coating and drying the liquid crystal cured film on it, and finally curing it by light irradiation to form a degraded optical film in the extended direction.
It realizes efficient control of the angle between the optical axis and the extended direction, simplifies the manufacturing process, improves production efficiency, and ensures the optical performance of the optical film.
Smart Images

Figure 0007654750000017 
Figure 0007654750000018 
Figure 0007654750000019
Abstract
Description
[Technical field]
[0001] The present invention relates to a method for producing a long retardation film. [Background technology]
[0002] Conventionally, optical films such as retardation films have been used in liquid crystal display devices and organic EL display devices for the purpose of optical compensation. In such optical films, retardation films having an optical axis in a direction oblique to the longitudinal direction of the film have been used in some cases. [Prior art documents] [Patent documents]
[0003] [Patent Document 1] Patent Publication No. 2003-240955 Summary of the Invention [Problem to be solved by the invention]
[0004] Industrial production of a retardation film having an optical axis in a direction oblique to the longitudinal direction of the film requires complicated processing techniques, and a new production method has been demanded. [Means for solving the problem]
[0005] The present invention includes the following inventions. [1] A method for producing a long retardation film, comprising the steps of (1) to (6) in this order. (1) A step of continuously applying a composition for forming a photoalignment film onto a long substrate to form a first coating film on the long substrate. (2) A step of drying the first coating film to form a first dried coating film. (3) A step of irradiating the first dry coating with polarized light in a direction oblique to the longitudinal direction of the long substrate to form a long photo-alignment film in which the direction of the alignment regulating force is oblique to the longitudinal direction of the long substrate. (4) A step of continuously applying a liquid crystal cured film-forming composition containing a polymerizable liquid crystal compound onto the long-length photo-alignment film to form a second coating film on the long-length photo-alignment film. (5) A step of drying the second coating film to form a second dry coating film. (6) A step of forming a long retardation film by curing the second dry coating. [2] The method for producing a long retardation film according to [1], further comprising a step (7) after the step (6). (7) The method for producing a long retardation film according to [1], wherein a long retardation film, or a long optical alignment film and a long retardation film are transferred to a long substrate via a pressure-sensitive adhesive to obtain a long retardation film consisting of the long substrate, a pressure-sensitive adhesive layer and the long retardation film, or a long retardation film consisting of the long substrate, a pressure-sensitive adhesive layer, the long retardation film and the long optical alignment film. [3] The method for producing a long retardation film according to [1] or [2], wherein the polymerizable liquid crystal compound is a compound represented by the following formula (A): TIFF0007654750000001.tif41103 [X 1 is an oxygen atom, a sulfur atom, or NR 1 - represents. R 1 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms. Y 1 represents a monovalent aromatic hydrocarbon group having 6 to 12 carbon atoms which may have a substituent, or a monovalent aromatic heterocyclic group having 3 to 12 carbon atoms which may have a substituent. Q 3 and Q 4 each independently represents a hydrogen atom, a monovalent aliphatic hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, a monovalent alicyclic hydrocarbon group having 3 to 20 carbon atoms which may have a substituent, a monovalent aromatic hydrocarbon group having 6 to 20 carbon atoms which may have a substituent, a halogen atom, a cyano group, a nitro group, -NR 2 R 3 or -SR 2 or Q 3 and Q 4and bond to each other to form an aromatic ring or a heteroaromatic ring together with the carbon atom to which they are attached. 2 and R 3 each independently represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms. D 1 and D. 2 each independently represents a single bond, -C(=O)-O-, -C(=S)-O-, or -CR 4 R 5 -, -CR 4 R 5 -CR 6 R 7 -, -O-CR 4 R 5 -, -CR 4 R 5 -O-CR 6 R 7 -,-CO-O-CR 4 R 5 -, -O-CO-CR 4 R 5 -, -CR 4 R 5 -O-CO-CR 6 R 7 -, -CR 4 R 5 -CO-O-CR 6 R 7 - or NR 4 -CR 5 R 6 - or CO-NR 4 - represents. R 4 , R 5 , R 6 and R 7 each independently represents a hydrogen atom, a fluorine atom or an alkyl group having 1 to 4 carbon atoms. G 1 and G 2 each independently represents a divalent alicyclic hydrocarbon group having 5 to 8 carbon atoms, a methylene group constituting the alicyclic hydrocarbon group may be replaced by an oxygen atom, a sulfur atom, or NH-, and a methine group constituting the alicyclic hydrocarbon group may be replaced by a tertiary nitrogen atom. L 1 and L 2each independently represents a monovalent organic group; L 1 and L 2 At least one of the groups has a polymerizable group. [4] A long retardation film having a long substrate, a long photoalignment film, and a long retardation film in this order, the direction of the alignment control force of the long-length photoalignment film is oblique to the long-length direction of the long-length substrate, The thickness of the long retardation film is 3 μm or less, The direction of the optical axis of the long retardation film is oblique to the long direction of the long substrate. [5] The long retardation film according to [4], having wavelength dispersion characteristics that satisfy the following formulas (1), (2), and (3): Re(450) / Re(550)≦1.00 (1) 1.00≦Re(650) / Re(550) (2) 100nm <Re(550)<160nm (3) (In the formula, Re(λ) represents an in-plane retardation value for light with a wavelength of λ nm.) [6] A method for producing a long circular polarizing plate, comprising the steps of (1) to (6) and (8) in this order. (1) A step of continuously applying a composition for forming a photoalignment film onto a long substrate to form a first coating film on the long substrate. (2) A step of drying the first coating film to form a first dried coating film. (3) A step of irradiating the first dry coating with polarized light in a direction oblique to the longitudinal direction of the long substrate to form a long photo-alignment film in which the direction of the alignment regulating force is oblique to the longitudinal direction of the long substrate. (4) A step of continuously applying a liquid crystal cured film-forming composition containing a polymerizable liquid crystal compound onto the long-length photo-alignment film to form a second coating film on the long-length photo-alignment film. (5) A step of drying the second coating film to form a second dry coating film. (6) A step of forming a long retardation film by curing the second dry coating. (8) A process of laminating a long polarizing film to a long retardation film [7] The method for producing a long circular polarizing plate according to [6], further comprising a step (9) after the step (8). (9) Step of peeling off the long-length substrate or the long-length substrate and the long-length photoalignment film [8] The method for producing a long circular polarizing plate according to [6] or [7], further comprising a step (10) after the step (8) or the step (9). (10) A process of cutting the long circular polarizing plate into sheets [9] A long circular polarizing plate comprising the long retardation film according to [4] or [5] and a long polarizing film laminated thereto. Effect of the Invention
[0006] According to the present invention, a long retardation film having an optical axis in a direction oblique to the long length direction of the long retardation film can be produced. [Brief description of the drawings]
[0007] [Figure 1] FIG. 2 is a schematic diagram illustrating a main part of a continuous production method (Roll to Roll format) of a long retardation film. [Diagram 2] 1 is a schematic diagram showing the relationship between a direction D2 of the alignment regulating force of a photo-alignment film and a longitudinal direction D1 of a long substrate. FIG. [Diagram 3] FIG. 2 is a schematic diagram showing the main parts of a continuous production method for a long circular polarizing plate. [Figure 4] FIG. 2 is a schematic diagram showing a main part of a production method in which a long-length substrate or a long-length substrate and a long-length photoalignment film are continuously peeled off from a long-length circularly polarizing plate before winding. [Diagram 5] FIG. 2 is a schematic diagram showing a main part of a production method in which a long-length substrate or a long-length substrate and a long-length photoalignment film are continuously peeled off from a long-length circularly polarizing plate after winding. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS
[0008] <Long base material> The long substrate in the present invention does not include a polarizing element. Also preferably, the long substrate in the present invention does not have polarizing properties. Examples of the long substrate include plastic substrates. Examples of plastics constituting the plastic substrate include polyolefins such as polyethylene, polypropylene, and norbornene-based polymers; cyclic olefin resins; polyvinyl alcohol; polyethylene terephthalate; polymethacrylic acid esters; polyacrylic acid esters; cellulose esters such as triacetyl cellulose, diacetyl cellulose, and cellulose acetate propionate; polyethylene naphthalate; polycarbonate; polysulfone; polyether sulfone; polyether ketone; polyphenylene sulfide, and polyphenylene oxide. Preferably, the plastics are cellulose esters, cyclic olefin resins, polycarbonate, polyethylene terephthalate, or polymethacrylic acid esters.
[0009] Cellulose ester is a material in which at least a portion of the hydroxyl groups contained in cellulose is esterified, and is easily available on the market. Cellulose ester substrates are also easily available on the market. Examples of commercially available cellulose ester substrates include "FUJITAC (registered trademark) Film" (Fuji Photo Film Co., Ltd.); "KC8UX2M", "KC8UY" and "KC4UY" (Konica Minolta Opto Co., Ltd.). can be done.
[0010] The cyclic olefin resin is, for example, a polymer or copolymer (cyclic olefin resin) of a cyclic olefin such as norbornene or a polycyclic norbornene monomer, and the cyclic olefin resin may partially contain a ring-opening portion. The cyclic olefin resin may also be a hydrogenated cyclic olefin resin containing a ring-opening portion. Furthermore, the cyclic olefin resin may be, for example, a copolymer of a cyclic olefin and a chain olefin or a vinylated aromatic compound (such as styrene) in that it does not significantly impair transparency or significantly increase moisture absorption. The cyclic olefin resin may also have a polar group introduced into its molecule.
[0011] When the cyclic olefin resin is a copolymer of a cyclic olefin and an aromatic compound having a chain olefin or a vinyl group, the content of the structural unit derived from the cyclic olefin is usually 50 mol% or less, preferably 15 to 50 mol%, based on the total structural units of the copolymer. Examples of the chain olefin include ethylene and propylene, and examples of the aromatic compound having a vinyl group include styrene, α-methylstyrene, and alkyl-substituted styrene. When the cyclic olefin resin is a ternary copolymer of a cyclic olefin, a chain olefin, and an aromatic compound having a vinyl group, the content of the structural unit derived from the chain olefin is usually 5 to 80 mol% based on the total structural units of the copolymer, and the content of the structural unit derived from the aromatic compound having a vinyl group is usually 5 to 80 mol% based on the total structural units of the copolymer. Such a ternary copolymer has the advantage that the amount of expensive cyclic olefin used can be relatively reduced in the production thereof.
[0012] Cyclic olefin resins are easily available on the market. Commercially available cyclic olefin resins include "Topas" (registered trademark) [Ticona (Germany)], "Arton" (registered trademark) [JSR Corporation], "ZEONOR" (registered trademark) [Zeon Corporation], "ZEONEX" (registered trademark) [Zeon Corporation], and "Apel" (registered trademark) [Mitsui Chemicals, Inc.]. Such cyclic olefin resins can be formed into a film by known means such as a solvent casting method or a melt extrusion method to form a substrate. Commercially available cyclic olefin resin substrates can also be used. Commercially available cyclic olefin resin substrates include "S-Cina" (registered trademark) [Sekisui Chemical Co., Ltd.], "SCA40" (registered trademark) [Sekisui Chemical Co., Ltd.], "ZEONORFILM" (registered trademark) [Optes Co., Ltd.], and "ARTONFILM" (registered trademark) [JSR Corporation].
[0013] The thickness of the long substrate is preferably thin in terms of the weight being practically manageable, but if it is too thin, the strength decreases and the processability tends to be poor. The thickness of the long substrate is usually 5 to 300 μm, and preferably 20 to 200 μm.
[0014] The length of the long substrate in the long dimension is usually 10 to 3000 m, preferably 100 to 2000 m, and the length of the short substrate in the short dimension is usually 0.1 to 5 m, preferably 0.2 to 2 m.
[0015] <Composition for forming photo-alignment film> The composition for forming a photoalignment film contains a polymer or monomer having a photoreactive group, and a solvent.
[0016] The photoreactive group refers to a group that generates liquid crystal alignment ability by irradiation with light. Specifically, it is a group that generates a photoreaction that is the origin of liquid crystal alignment ability, such as molecular alignment induction or isomerization reaction, dimerization reaction, photocrosslinking reaction, or photodecomposition reaction, which occurs by irradiation with light. Among the photoreactive groups, those that cause a dimerization reaction or a photocrosslinking reaction are preferred in terms of excellent alignment ability. As the photoreactive group that can generate the above-mentioned reaction, those having an unsaturated bond, particularly a double bond, are preferred, and a group having at least one selected from the group consisting of a carbon-carbon double bond (C=C bond), a carbon-nitrogen double bond (C=N bond), a nitrogen-nitrogen double bond (N=N bond), and a carbon-oxygen double bond (C=O bond) are particularly preferred.
[0017] Examples of photoreactive groups having a C=C bond include vinyl groups, polyene groups, stilbene groups, stilbazole groups, stilbazolium groups, chalcone groups, and cinnamoyl groups. Examples of photoreactive groups having a C=N bond include groups having structures such as aromatic Schiff bases and aromatic hydrazones. Examples of photoreactive groups having an N=N bond include azobenzene groups, azonaphthalene groups, aromatic heterocyclic azo groups, bisazo groups, and formazan groups, as well as groups having an azoxybenzene as a basic structure. Examples of photoreactive groups having a C=O bond include benzophenone groups, coumarin groups, anthraquinone groups, and maleimide groups. These groups may have substituents such as alkyl groups, alkoxy groups, aryl groups, allyloxy groups, cyano groups, alkoxycarbonyl groups, hydroxyl groups, sulfonic acid groups, and halogenated alkyl groups.
[0018] Among them, photoreactive groups involved in photodimerization are preferred, and cinnamoyl and chalcone groups are preferred because the amount of polarized light irradiation required for photoalignment is relatively small and a photoalignment film having excellent thermal stability and stability over time is easily obtained. As the polymer having a photoreactive group, one having a cinnamoyl group such that the terminal of the polymer side chain has a cinnamic acid structure is particularly preferred.
[0019] The solvent of the photo-alignment film forming composition is preferably one that dissolves the polymer and monomer having a photoreactive group. Examples of the solvent include alcohols such as water, methanol, ethanol, ethylene glycol, isopropyl alcohol, propylene glycol, methyl cellosolve, butyl cellosolve, or propylene glycol monomethyl ether; ester-based solvents such as ethyl acetate, butyl acetate, ethylene glycol methyl ether acetate, gamma-butyrolactone, propylene glycol methyl ether acetate, or ethyl lactate; ketone-based solvents such as acetone, methyl ethyl ketone, cyclopentanone, cyclohexanone, methyl amyl ketone, or methyl isobutyl ketone; non-chlorine-based aliphatic hydrocarbon solvents such as pentane, hexane, or heptane; non-chlorine-based aromatic hydrocarbon solvents such as toluene or xylene, and nitrile-based solvents such as acetonitrile; ether-based solvents such as tetrahydrofuran or dimethoxyethane; chlorine-based solvents such as chloroform or chlorobenzene; and the like. These solvents may be used alone or in combination.
[0020] The content of the polymer or monomer having a photoreactive group in the composition for forming a photo-alignment film can be appropriately adjusted depending on the type of the polymer or monomer having a photoreactive group and the thickness of the photo-alignment film to be produced, but is preferably at least 0.2% by mass or more, and more preferably in the range of 0.3 to 10% by mass. In addition, polymer materials such as polyvinyl alcohol and polyimide and photosensitizers may be contained within a range that does not significantly impair the properties of the photo-alignment film.
[0021] <First coating film> The composition for forming a photoalignment film is applied to a long substrate to form a first coating film.
[0022] Examples of methods for continuously applying the composition for forming a photoalignment film to a long substrate include gravure coating, die coating, applicator, and flexography. Preferred are gravure coating, die coating, and flexography.
[0023] <First dry film> The first coating film is dried to form a first dried film. In the present specification, the first coating film having a solvent content of 50 mass % or less is referred to as the first dried film.
[0024] Methods for drying the first coating film include natural drying, ventilation drying, heat drying, and reduced pressure drying. A combination of ventilation drying and heat drying is preferred. The drying temperature is preferably 10 to 250°C, and more preferably 25 to 200°C. The drying time is preferably 10 seconds to 60 minutes, and more preferably 30 seconds to 30 minutes. By drying, the solvent contained in the first coating film is removed.
[0025] The content of the solvent in the first dry coating is preferably 30% by mass or less, more preferably 10% by mass or less, further preferably 5% by mass or less, and particularly preferably 1% by mass or less.
[0026] <Long photo-alignment film> By irradiating the first dried film with polarized light in a direction oblique to the longitudinal direction of the long substrate, a long photo-alignment film is obtained in which the direction of the alignment regulating force is oblique to the longitudinal direction of the long substrate.
[0027] The polarized light may be irradiated directly onto the first dry film or may be transmitted through the long substrate. When the long substrate is made of a material that absorbs polarized light, it is preferable to irradiate the first dry film with polarized light directly. The polarized light is preferably applied from a direction perpendicular to the long and short dimension directions of the first dry film.
[0028] The wavelength of the polarized light is preferably in a wavelength range in which the photoreactive group of the polymer or monomer having the photoreactive group can absorb light energy, specifically, ultraviolet light having a wavelength in the range of 250 to 400 nm is preferred. Examples of light sources for polarized light include xenon lamps, high-pressure mercury lamps, ultra-high-pressure mercury lamps, metal halide lamps, and ultraviolet lasers such as KrF and ArF, with high-pressure mercury lamps, ultra-high-pressure mercury lamps, and metal halide lamps being preferred since these lamps emit ultraviolet light with a wavelength of 313 nm with high intensity.
[0029] Polarized light can be obtained, for example, by passing light from the light source through a polarizer. The direction of the polarization axis of the polarized light can be adjusted arbitrarily by adjusting the polarization angle of the polarizer. Examples of the polarizer include a polarizing filter, a polarizing prism such as a Glan-Thompson or Glan-Taylor type, and a wire grid type polarizer. It is preferable that the polarized light is substantially parallel light.
[0030] Since the orientation regulating force acts in a direction perpendicular or parallel to the direction of the polarization axis of the polarized light, the direction of the orientation regulating force can be adjusted arbitrarily by adjusting the polarization angle. The angle between the direction of the polarization axis of the polarized light and the longitudinal direction of the long substrate is preferably 5° to 85°, more preferably 20° to 70°, more preferably 30° to 60°, and particularly preferably 45°. Preferably, the direction of the polarization axis of the polarized light is perpendicular to the thickness direction of the long substrate. In addition, if masking is performed when irradiating polarized light, a plurality of different regions (patterns) can be formed in the direction of the obtained orientation regulating force. Preferably, the long photo-alignment film has a uniform orientation pattern.
[0031] Thus, a long-length oriented film is obtained in which the long-length substrate and the long-length photo-alignment film are laminated, and the direction of the alignment regulating force of the long-length photo-alignment film is oblique to the long-length direction of the long-length substrate. Preferably, the direction of the alignment regulating force of the long-length photo-alignment film is perpendicular to the thickness direction of the long-length substrate.
[0032] The angle between the direction of the alignment regulating force and the longitudinal direction of the long substrate is preferably 5° to 85°, more preferably 20° to 70°, more preferably 30° to 60°, and particularly preferably 45°.
[0033] The long photo-aligned film preferably has solvent resistance so that it is not dissolved in the liquid crystal cured film-forming composition when the liquid crystal cured film-forming composition is applied, and preferably has heat resistance during drying and heating treatment for aligning the polymerizable liquid crystal compound. Furthermore, it is preferable that peeling or the like does not occur due to friction or the like during transportation of the long oriented film.
[0034] The thickness of the long photo-alignment film is usually 10 nm to 10,000 nm, preferably 10 nm to 1,000 nm, more preferably 500 nm or less, and more preferably 10 nm or more. Within the above range, the alignment control force is sufficiently exerted.
[0035] A long-length orientation film in which a long-length photo-alignment film having an orientation regulating force is formed on a long-length substrate can be used as an orientation film that induces the orientation of a liquid crystal material. Therefore, a long-length orientation film in which a long-length substrate and a long-length photo-alignment film are laminated, and the direction of the orientation regulating force of the photo-alignment film is oblique to the long-length direction of the long-length substrate, is useful for producing a long-length retardation film whose optical axis direction is oblique to the long-length direction of the substrate, and can be used to continuously produce the long-length retardation film.
[0036] <Composition for forming liquid crystal cured film> The liquid crystal cured film-forming composition of the present invention contains a polymerizable liquid crystal compound and a solvent.
[0037] The polymerizable liquid crystal compound is a compound having a polymerizable group and liquid crystallinity. The polymerizable group means a group involved in a polymerization reaction, and is preferably a photopolymerizable group. Here, the photopolymerizable group means a group that can be involved in a polymerization reaction by an active radical or an acid generated from a photopolymerization initiator described later. Examples of the polymerizable group include a vinyl group, a vinyloxy group, a 1-chlorovinyl group, an isopropenyl group, a 4-vinylphenyl group, an acryloyloxy group, a methacryloyloxy group, an oxiranyl group, and an oxetanyl group. Among them, an acryloyloxy group, a methacryloyloxy group, a vinyloxy group, an oxiranyl group, and an oxetanyl group are preferred, and an acryloyloxy group is more preferred. The liquid crystallinity may be a thermotropic liquid crystal or a lyotropic liquid crystal, and may be a nematic liquid crystal or a smectic liquid crystal in the thermotropic liquid crystal.
[0038] As the polymerizable liquid crystal compound, a thermotropic nematic liquid crystal is preferred from the viewpoint of ease of production.
[0039] A preferred polymerizable liquid crystal compound contained in the liquid crystal cured film-forming composition is a compound represented by the following formula (A) (hereinafter, sometimes referred to as compound (A)).
[0040] TIFF0007654750000002.tif41103 [In formula (A), X 1 is an oxygen atom, a sulfur atom, or NR 1 - represents. R 1 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms. Y 1 represents a monovalent aromatic hydrocarbon group having 6 to 12 carbon atoms which may have a substituent, or a monovalent aromatic heterocyclic group having 3 to 12 carbon atoms which may have a substituent. Q 3 and Q 4each independently represents a hydrogen atom, a monovalent aliphatic hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, a monovalent alicyclic hydrocarbon group having 3 to 20 carbon atoms which may have a substituent, a monovalent aromatic hydrocarbon group having 6 to 20 carbon atoms which may have a substituent, a halogen atom, a cyano group, a nitro group, -NR 2 R 3 or -SR 2 or Q 3 and Q 4 and bond to each other to form an aromatic ring or a heteroaromatic ring together with the carbon atom to which they are attached. 2 and R 3 each independently represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms. D 1 and D. 2 each independently represents a single bond, -C(=O)-O-, -C(=S)-O-, or -CR 4 R 5 -, -CR 4 R 5 -CR 6 R 7 -, -O-CR 4 R 5 -, -CR 4 R 5 -O-CR 6 R 7 -,-CO-O-CR 4 R 5 -, -O-CO-CR 4 R 5 -, -CR 4 R 5 -O-CO-CR 6 R 7 -, -CR 4 R 5 -CO-O-CR 6 R 7 - or NR 4 -CR 5 R 6 - or CO-NR 4 - represents. R 4 , R 5 , R 6 and R 7 each independently represents a hydrogen atom, a fluorine atom or an alkyl group having 1 to 4 carbon atoms. G1 and G 2 each independently represents a divalent alicyclic hydrocarbon group having 5 to 8 carbon atoms, a methylene group constituting the alicyclic hydrocarbon group may be replaced by an oxygen atom, a sulfur atom, or NH-, and a methine group constituting the alicyclic hydrocarbon group may be replaced by a tertiary nitrogen atom. L 1 and L 2 each independently represents a monovalent organic group; L 1 and L 2 At least one of the groups has a polymerizable group.
[0041] L in compound (A) 1 is preferably a group represented by formula (A1), and L 2 is preferably a group represented by formula (A2). P 1 -F 1 -(B 1 -A 1 ) k -E 1 - (A1) P 2 -F 2 -(B 2 -A 2 ) l -E 2 - (A2) [In formula (A1) and formula (A2), B 1 , B 2 , E 1 and E 2 are each independently -CR 4 R 5 -, -CH2-CH2-, -O-, -S-, -CO-O-, -O-CO-O-, -CS-O-, -O-CS-O-, -CO-NR 1 Represents -, -O-CH2-, -S-CH2- or a single bond. A 1 and A 2each independently represents a divalent alicyclic hydrocarbon group having 5 to 8 carbon atoms or a divalent aromatic hydrocarbon group having 6 to 18 carbon atoms, a methylene group constituting the alicyclic hydrocarbon group may be replaced by an oxygen atom, a sulfur atom or NH-, and a methine group constituting the alicyclic hydrocarbon group may be replaced by a tertiary nitrogen atom. k and l each independently represent an integer of 0 to 3. F 1 and F 2 represents a divalent aliphatic hydrocarbon group having 1 to 12 carbon atoms. P 1 represents a polymerizable group. P 2 represents a hydrogen atom or a polymerizable group. R 4 and R 5 each independently represents a hydrogen atom, a fluorine atom, or an alkyl group having 1 to 4 carbon atoms.]
[0042] Preferred examples of the compound (A) include the polymerizable liquid crystal compounds described in JP-A-2011-207765.
[0043] Specific examples of polymerizable liquid crystal compounds include compounds having a polymerizable group among those described in "3.8.6 Network (fully cross-linked type)" and "6.5.1 Liquid crystal materials b. Polymerizable nematic liquid crystal materials" in the Liquid Crystal Handbook (edited by the Liquid Crystal Handbook Editorial Committee, published by Maruzen Co., Ltd. on October 30, 2000).
[0044] When the liquid crystal cured film-forming composition contains the above-mentioned compound (A), it may further contain a polymerizable liquid crystal compound different from the compound (A).
[0045] An example of a polymerizable liquid crystal compound different from compound (A) is a compound having a group represented by formula (6) (hereinafter, sometimes referred to as "compound (6)").
[0046] P 11 -B 11 -E 11 -B 12 -A 11 -B13 - (6) (In formula (6), P 11 represents a polymerizable group. A 11 represents a divalent alicyclic hydrocarbon group or a divalent aromatic hydrocarbon group. The hydrogen atoms contained in the divalent alicyclic hydrocarbon group and the divalent aromatic hydrocarbon group may be substituted with a halogen atom, an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a cyano group, or a nitro group. The hydrogen atoms contained in the alkyl group having 1 to 6 carbon atoms and the alkoxy group having 1 to 6 carbon atoms may be substituted with a fluorine atom. B 11 -O-, -S-, -CO-O-, -O-CO-, -O-CO-O-, -CO-NR 16 -, -NR 16 R represents -CO-, -CO-, -CS- or a single bond. 16 represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms. B 12 and B. 13 each independently represents -C≡C-, -CH=CH-, -CH2-CH2-, -O-, -S-, -C(=O)-, -C(=O)-O-, -OC(=O)-, -OC(=O)-O-, -CH=N-, -N=CH-, -N=N-, -C(=O)-NR 16 -, -NR 16 It represents -C(=O)-, -OCH2-, -OCF2-, -CH2O-, -CF2O-, -CH=CH-C(=O)-O-, -OC(=O)-CH=CH- or a single bond. E 11 represents an alkylene group having 1 to 12 carbon atoms, and a hydrogen atom contained in the alkylene group may be substituted with an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 5 carbon atoms. A hydrogen atom contained in the alkyl group and alkoxy group may be substituted with a halogen atom, and -CH2- contained in the alkylene group may be replaced with -O- or -CO-.
[0047] P 11As the polymerizable group, since photopolymerization may be used to harden the retardation plate, a radically polymerizable group or a cationic polymerizable group suitable for photopolymerization is preferable. In particular, the groups represented by the following formulae (P-1) to (P-5) are preferable because they are easy to handle and easy to produce. TIFF0007654750000003.tif35147
[0048] [In formulas (P-1) to (P-5), R 17 ~R 21 Each independently represents an alkyl group having 1 to 6 carbon atoms or a hydrogen atom. 11 It represents a bond with . P 11 is preferably a group represented by formula (P-4) to formula (P-10), and examples thereof include a vinyl group, a p-(2-phenylethenyl)phenyl group, an oxiranyl group, an oxetanyl group, an isocyanate group, and an isothiocyanato group. TIFF0007654750000004.tif44170
[0049] Particularly preferably, P 11 -B 11 - is an acryloyloxy group or a methacryloyloxy group.
[0050] A 11 The aromatic hydrocarbon group and alicyclic hydrocarbon group have, for example, 3 to 18 carbon atoms, preferably 5 to 12 carbon atoms, and particularly preferably 5 or 6 carbon atoms. 11 As the alkyl group, a 1,4-cyclohexylene group or a 1,4-phenylene group is preferable.
[0051] E 11 is preferably an alkylene group having 1 to 12 carbon atoms that is not branched into two or more groups. -CH2- contained in the alkylene group may be substituted with -O-.
[0052] Specific examples include a methylene group, an ethylene group, a propylene group, a butylene group, a pentylene group, a hexylene group, a heptylene group, an octylene group, a nonylene group, a decalene group, an undecalene group, a dodecylene group, -CH2-CH2-O-CH2-CH2-, -CH2-CH2-O-CH2-CH2-O-CH2-CH2- and CH2-CH2-O-CH2-CH2-O-CH2-CH2-O-CH2-CH2-.
[0053] Examples of compound (6) include compounds represented by formula (I), formula (II), formula (III), formula (IV), formula (V) or formula (VI).
[0054] P 11 -B 11 -E 11 -B 12 -A 11 -B 13 -A 12 -B 14 -A 13 -B 15 -A 14 -B 16 -E 12 -B 17 -P 12 (I) P 11 -B 11 -E 11 -B 12 -A 11 -B 13 -A 12 -B 14 -A 13 -B 15 -A 14 -F 11 (II) P 11 -B 11 -E 11 -B 12 -A 11 -B 13 -A 12 -B 14 -A 13 -B 15 -E 12 -B 17 -P 12 (III) P 11 -B11 -E 11 -B 12 -A 11 -B 13 -A 12 -B 14 -A 13 -F 11 (IV) P 11 -B 11 -E 11 -B 12 -A 11 -B 13 -A 12 -B 14 -E 12 -B 17 -P 12 (V) P 11 -B 11 -E 11 -B 12 -A 11 -B 13 -A 12 -F 11 (VI) (In the formula, A 12 ~A 14 A 11 is synonymous with B 14 ~B 16 is B 12 is synonymous with B 17 is B 11 is synonymous with E 12 E 11 is synonymous with. F 11 represents a hydrogen atom, an alkyl group having 1 to 13 carbon atoms, an alkoxy group having 1 to 13 carbon atoms, a nitrile group, a nitro group, a trifluoromethyl group, a dimethylamino group, a hydroxy group, a hydroxymethyl group, a formyl group, a sulfo group, a carboxy group, a carboxy group esterified with an alcohol having 1 to 10 carbon atoms, or a halogen atom. -CH2- contained in the alkyl group and the alkoxy group may be replaced with -O-.
[0055] Specific examples of compound (6) include compounds represented by the following formula: In the formula, k1 and k2 represent integers of 2 to 12. These liquid crystal compounds are preferable because they are easy to synthesize and are commercially available and therefore easily available. TIFF0007654750000005.tif90170
[0056] TIFF0007654750000006.tif89170
[0057] TIFF0007654750000007.tif171170
[0058] TIFF0007654750000008.tif249170
[0059] TIFF0007654750000009.tif154170
[0060] TIFF0007654750000010.tif245138
[0061] TIFF0007654750000011.tif99170
[0062] TIFF0007654750000012.tif195170
[0063] Specific examples of polymerizable liquid crystal compounds other than compound (A) include compounds having a polymerizable group among those described in Sections 3.2 Nonchiral rod-shaped liquid crystal molecules and 3.3 Chiral rod-shaped liquid crystal molecules in Chapter 3, Molecular Structure and Liquid Crystalline Properties, of Liquid Crystal Handbook (edited by Liquid Crystal Handbook Editorial Committee, published by Maruzen Co., Ltd. on October 30, 2000).
[0064] When the polymerizable liquid crystal compound contains compound (A) and a polymerizable liquid crystal compound different from compound (A), the content of the polymerizable liquid crystal compound different from compound (A) is preferably 90 parts by mass or less relative to 100 parts by mass of the polymerizable liquid crystal compound.
[0065] The content ratio of the polymerizable liquid crystal compound in the liquid crystal cured film forming composition is usually 70 to 99.5 parts by mass, preferably 80 to 99 parts by mass, more preferably 80 to 94 parts by mass, and even more preferably 80 to 90 parts by mass, based on 100 parts by mass of the solid content of the liquid crystal cured film forming composition. If the content ratio of the polymerizable liquid crystal compound is within the above range, the alignment tends to be high. Here, the solid content refers to the total amount of components excluding the solvent from the liquid crystal cured film forming composition.
[0066] The solvent is preferably one which can completely dissolve the polymerizable liquid crystal compound, and is preferably a solvent which is inactive to the polymerization reaction of the polymerizable liquid crystal compound.
[0067] Examples of the solvent include alcohol solvents such as methanol, ethanol, ethylene glycol, isopropyl alcohol, propylene glycol, ethylene glycol methyl ether, ethylene glycol butyl ether, and propylene glycol monomethyl ether; ester solvents such as ethyl acetate, butyl acetate, ethylene glycol methyl ether acetate, γ-butyrolactone or propylene glycol methyl ether acetate, and ethyl lactate; ketone solvents such as acetone, methyl ethyl ketone, cyclopentanone, cyclohexanone, 2-heptanone, and methyl isobutyl ketone; aliphatic hydrocarbon solvents such as pentane, hexane, and heptane; aromatic hydrocarbon solvents such as toluene and xylene, and nitrile solvents such as acetonitrile; ether solvents such as tetrahydrofuran and dimethoxyethane; chlorine-containing solvents such as chloroform and chlorobenzene; and lactam solvents such as N-methyl-2-pyrrolidone. These solvents may be used alone or in combination.
[0068] The content of the solvent is preferably 50 to 98% by mass based on the total amount of the liquid crystal cured film-forming composition, in other words, the solid content in the liquid crystal cured film-forming composition is preferably 2 to 50% by mass. When the solid content is 50% by mass or less, the viscosity of the liquid crystal cured film-forming composition is low, and the thickness of the liquid crystal cured film becomes substantially uniform, so that the liquid crystal cured film tends to be less prone to unevenness. In addition, the solid content can be determined in consideration of the thickness of the liquid crystal cured film to be produced.
[0069] The liquid crystal cured film-forming composition may contain, as components other than the polymerizable liquid crystal compound and the solvent, a polymerization initiator, a sensitizer, a polymerization inhibitor, a leveling agent, and a polymerizable non-liquid crystal compound.
[0070] (Polymerization initiator) The liquid crystal cured film-forming composition usually contains a polymerization initiator. The polymerization initiator is a compound capable of initiating a polymerization reaction of a polymerizable liquid crystal compound, etc. As the polymerization initiator, a photopolymerization initiator that generates active radicals by the action of light is preferable.
[0071] Examples of the polymerization initiator include a benzoin compound, a benzophenone compound, an alkylphenone compound, an acylphosphine oxide compound, a triazine compound, an iodonium salt, and a sulfonium salt.
[0072] Examples of the benzoin compound include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, and benzoin isobutyl ether.
[0073] Examples of the benzophenone compound include benzophenone, methyl o-benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-4'-methyldiphenyl sulfide, 3,3',4,4'-tetra(tert-butylperoxycarbonyl)benzophenone, and 2,4,6-trimethylbenzophenone.
[0074] Examples of alkylphenone compounds include diethoxyacetophenone, 2-methyl-2-morpholino-1-(4-methylthiophenyl)propan-1-one, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)butan-1-one, 2-hydroxy-2-methyl-1-phenylpropan-1-one, 1,2-diphenyl-2,2-dimethoxyethane-1-one, 2-hydroxy-2-methyl-1-[4-(2-hydroxyethoxy)phenyl]propan-1-one, 1-hydroxycyclohexyl phenyl ketone, and oligomers of 2-hydroxy-2-methyl-1-[4-(1-methylvinyl)phenyl]propan-1-one.
[0075] Examples of the acylphosphine oxide compound include 2,4,6-trimethylbenzoyldiphenylphosphine oxide and bis(2,4,6-trimethylbenzoyl)phenylphosphine oxide.
[0076] Examples of the triazine compound include 2,4-bis(trichloromethyl)-6-(4-methoxyphenyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-(4-methoxynaphthyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-(4-methoxystyryl)-1,3,5-triazine, and 2,4-bis(trichloromethyl)-6-[2-(5-methylfuran-2-yl)ethenyl]-1,3,5-triazine. 2,4-bis(trichloromethyl)-6-[2-(furan-2-yl)ethenyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(4-diethylamino-2-methylphenyl)ethenyl]-1,3,5-triazine and 2,4-bis(trichloromethyl)-6-[2-(3,4-dimethoxyphenyl)ethenyl]-1,3,5-triazine.
[0077] A commercially available polymerization initiator can be used. Examples of commercially available polymerization initiators include "Irgacure (registered trademark) 907", "Irgacure (registered trademark) 184", "Irgacure (registered trademark) 651", "Irgacure (registered trademark) 819", "Irgacure (registered trademark) 250", "Irgacure (registered trademark) 369" (Ciba Japan Co., Ltd.); "Seikuol (registered trademark) BZ", "Seikuol (registered trademark) Z", "Seikuol (registered trademark) BEE" (Seiko Chemical Co., Ltd.); "Kayacure (registered trademark) BP100" (Nippon Kayaku Co., Ltd.); "Kayacure (registered trademark) UVI-6992" (Dow Chemicals); "ADEKA Optomer SP-152", "ADEKA Optomer SP-170" (ADEKA Corporation); "TAZ-A", "TAZ-PP" (Nihon SiberHegner Co., Ltd.); and "TAZ-104" (Sanwa Chemical Co., Ltd.).
[0078] The content of the polymerization initiator in the liquid crystal cured film-forming composition can be appropriately adjusted depending on the type and amount of the polymerizable liquid crystal compound, but is usually 0.1 to 30 parts by mass relative to 100 parts by mass of the polymerizable liquid crystal compound. It is preferably 0.5 to 10 parts by mass, and more preferably 0.5 to 8 parts by mass. If the content of the polymerization initiator is within this range, it is preferable because it does not disturb the alignment of the polymerizable liquid crystal compound.
[0079] (sensitizer) The liquid crystal cured film forming composition may further contain a sensitizer. The sensitizer is preferably a photosensitizer. Examples of the sensitizer include xanthone compounds such as xanthone and thioxanthone (e.g., 2,4-diethylthioxanthone, 2-isopropylthioxanthone, etc.); anthracene compounds such as anthracene and an alkoxy group-containing anthracene (e.g., dibutoxyanthracene, etc.); phenothiazine and rubrene.
[0080] When the liquid crystal cured film-forming composition contains a sensitizer, the polymerization reaction of the polymerizable liquid crystal compound contained in the liquid crystal cured film-forming composition can be further promoted. The amount of the sensitizer used is preferably 0.1 to 30 parts by mass, more preferably 0.5 to 10 parts by mass, and even more preferably 0.5 to 8 parts by mass, based on 100 parts by mass of the polymerizable liquid crystal compound.
[0081] (Polymerization inhibitor) The liquid crystal cured film-forming composition may further contain a polymerization inhibitor. By containing the polymerization inhibitor, the degree of progress of the polymerization reaction of the polymerizable liquid crystal compound can be controlled, and the polymerization reaction can be stably progressed.
[0082] Examples of the polymerization inhibitor include radical scavengers such as hydroquinone, alkoxy group-containing hydroquinone, alkoxy group-containing catechol (e.g., butylcatechol, etc.), pyrogallol, and 2,2,6,6-tetramethyl-1-piperidinyloxy radical; thiophenols; β-naphthylamines, and β-naphthols.
[0083] When the liquid crystal cured film-forming composition contains a polymerization inhibitor, the content is preferably 0.1 to 30 parts by mass, more preferably 0.5 to 10 parts by mass, and even more preferably 0.5 to 8 parts by mass, relative to 100 parts by mass of the polymerizable liquid crystal compound. If the content of the polymerization inhibitor is within this range, the polymerizable liquid crystal compound can be polymerized without disturbing the alignment, which is preferable.
[0084] (Leveling agent) The liquid crystal cured film forming composition may contain a leveling agent. The leveling agent has a function of adjusting the fluidity of the liquid crystal cured film forming composition and making the film obtained by applying the liquid crystal cured film forming composition flatter, and for example, a surfactant can be mentioned. Preferred leveling agents include a leveling agent mainly composed of a polyacrylate compound and a leveling agent mainly composed of a fluorine atom-containing compound.
[0085] Examples of leveling agents containing a polyacrylate compound as a main component include "BYK-350", "BYK-352", "BYK-353", "BYK-354", "BYK-355", "BYK-358N", "BYK-361N", "BYK-380", "BYK-381" and "BYK-392" [BYK Chemie].
[0086] Leveling agents containing a fluorine atom-containing compound as a main component include "Megafac (registered trademark) R-08", "R-30", "R-90", "F-410", "F-411", "F-443", "F-445", "F-470", "F-471", "F-477", "F-479", "F-482" and "F-483" [DIC Corporation]; "Surflon (registered trademark) S-381", Examples of such products include the same "S-382", "S-383", "S-393", "SC-101", "SC-105", "KH-40", and "SA-100" [AGC Seimi Chemical Co., Ltd.]; "E1830", "E5844" [Daikin Fine Chemical Research Institute, Ltd.]; "F-Top EF301", "EF303", "EF351", and "EF352" [Mitsubishi Materials Electronic Chemicals Co., Ltd.].
[0087] When the liquid crystal cured film forming composition contains a leveling agent, the content is preferably 0.01 to 5 parts by mass, more preferably 0.05 to 3 parts by mass, based on 100 parts by mass of the polymerizable liquid crystal compound. If the content of the leveling agent is within the above range, the polymerizable liquid crystal compound is easily aligned horizontally, and the obtained liquid crystal cured film tends to be smoother, which is preferable. If the content of the leveling agent relative to the polymerizable liquid crystal compound exceeds the above range, the obtained liquid crystal cured film tends to be uneven, which is not preferable. The liquid crystal cured film forming composition may contain two or more types of leveling agents.
[0088] (Polymerizable non-liquid crystal compound) The liquid crystal cured film-forming composition may contain a polymerizable non-liquid crystal compound. By containing the polymerizable non-liquid crystal compound, the crosslink density of the polymerization reactive site can be increased, and the strength of the optically anisotropic layer can be improved.
[0089] The polymerizable non-liquid crystal compound preferably has at least one polymerizable group selected from the group consisting of an acryloyl group, a methacryloyl group, and an isocyanate group, more preferably has 2 to 10 polymerizable groups, and further preferably has 3 to 8 polymerizable groups.
[0090] When the liquid crystal cured film-forming composition contains a polymerizable non-liquid crystal compound, the content thereof is usually 0.1 to 30 parts by mass, and preferably 0.5 to 10 parts by mass, based on 100 parts by mass of the polymerizable liquid crystal compound.
[0091] The viscosity of the liquid crystal cured film-forming composition is preferably 10 mPa·s or less, and more preferably 0.1 to 7 mPa·s. When the viscosity is within the above range, unevenness in the thickness of the second coating film is unlikely to occur.
[0092] <Second coating film> A liquid crystal cured film-forming composition is applied onto the long photo-aligned film to form a second coating film.
[0093] As a method for continuously applying the composition for forming a liquid crystal cured film to a long photo-alignment film, the same method as the application method of the composition for forming a photo-alignment film can be mentioned.
[0094] <Second dry film> The second coating film is dried to form a second dry film. In the present specification, the second coating film having a solvent content of 50% by mass or less is called the second dry film. The solvent content is preferably 30% by mass or less, more preferably 10% by mass or less, even more preferably 5% by mass or less, and particularly preferably 1% by mass or less.
[0095] The method, drying temperature and drying time for drying the second coating film may be the same as those for the first coating film.
[0096] When the polymerizable liquid crystal compound contained in the second dried film after drying does not form a liquid crystal phase, the liquid crystal phase can be formed by heating the second dried film to a temperature at which the polymerizable liquid crystal compound exhibits a liquid crystal phase. The liquid crystal phase may be formed by heating the polymerizable liquid crystal compound contained in the second dried film to a temperature at which the polymerizable liquid crystal compound transitions to a solution state or higher, and then cooling the film to a temperature at which the polymerizable liquid crystal compound exhibits a liquid crystal phase.
[0097] The drying and the heating for forming the liquid crystal phase may be performed in the same heating step.
[0098] <Long retardation film> The second dried coating is cured to form a long retardation film. A retardation film has optical functions such as absorption, reflection, diffraction, scattering, refraction, and birefringence, and is used in particular to convert linearly polarized light into circularly polarized light or elliptically polarized light, or conversely, to convert circularly polarized light or elliptically polarized light into linearly polarized light.
[0099] Curing means polymerizing the polymerizable liquid crystal compound contained in the second dry coating. Examples of a method for polymerization include a heating method and a light irradiation method, and a light irradiation method is preferable. The second dry coating may be irradiated directly with light, or may be irradiated through the long substrate. When the elongated substrate is made of a material that absorbs light, it is preferable that the light is irradiated directly onto the second dried film.
[0100] The curing is preferably carried out in a state where a liquid crystal phase is formed in the polymerizable liquid crystal compound, and may be carried out by irradiating the compound with light at a temperature at which the compound exhibits a liquid crystal phase.
[0101] Examples of the light to be used for the light irradiation include visible light, ultraviolet light, and laser light. Ultraviolet light is preferred because it is easy to handle. The second dry coating may be irradiated with the light directly, or may be irradiated by transmitting the light through the long substrate.
[0102] Examples of the light source for the light irradiation include a xenon lamp, a high-pressure mercury lamp, an ultra-high-pressure mercury lamp, a metal halide lamp, and an ultraviolet laser such as KrF or ArF, among which a high-pressure mercury lamp, an ultra-high-pressure mercury lamp, and a metal halide lamp are preferred, as these lamps emit ultraviolet light with a wavelength of 313 nm with high intensity.
[0103] The thickness of the long retardation film is usually 3 μm or less, preferably in the range of 0.5 μm to 3 μm, and more preferably in the range of 1 μm to 3 μm. The thickness of the long retardation film can be measured by an interference thickness meter, a laser microscope, or a stylus thickness meter.
[0104] Thus, a long-length retardation film is obtained which has a long-length substrate, a long-length photo-alignment film, and a long-length retardation film in this order, in which the direction of the alignment regulating force of the long-length photo-alignment film is oblique to the long-length direction of the long-length substrate, and the direction of the optical axis of the long-length retardation film is oblique to the long-length direction of the long-length substrate and parallel to the direction of the alignment regulating force.
[0105] The direction of the optical axis of the long retardation film is preferably 5° to 85°, more preferably 20° to 70°, more preferably 30° to 60°, and particularly preferably 45°, relative to the long direction of the long substrate.
[0106] The long retardation film preferably has wavelength dispersion characteristics that satisfy the following formulas (1), (2), and (3). A long retardation film having the wavelength dispersion characteristics can be obtained by forming a liquid crystal cured film from a liquid crystal cured film-forming composition containing the compound (A). Re(450) / Re(550)≦1.00 (1) 1.00≦Re(650) / Re(550) (2) 100nm <Re(550)<160nm (3) (In the formula, Re(λ) represents an in-plane retardation value for light with a wavelength of λ nm.)
[0107] The wavelength dispersion characteristics of the long retardation film can be determined by the content of the compound (A) contained in the liquid crystal cured film-forming composition.
[0108] Specifically, about 2 to 5 types of compositions each having a different content of compound (A) are prepared, and for each composition, a retardation film having the same thickness is produced. The retardation value of the obtained retardation film is determined, and from the result, a correlation between the content of compound (A) and the retardation value of the retardation film is obtained. From the obtained correlation, the content of compound (A) necessary to give a desired retardation value is determined.
[0109] The long retardation film contained in the obtained long retardation film is transferred to a long substrate via a pressure-sensitive adhesive, thereby obtaining a long retardation film consisting of the long substrate, the pressure-sensitive adhesive layer, and the long retardation film. The long-length photo-alignment film and the long-length retardation film contained in the obtained long-length retardation film are transferred to a long-length transfer substrate via a pressure-sensitive adhesive, thereby obtaining a long-length retardation film consisting of the long-length transfer substrate, the pressure-sensitive adhesive layer, the long-length retardation film, and the long-length photo-alignment film. The adhesive may be a known adhesive, and the transfer may be performed by a known method. The long-length transfer substrate may be the same as the long-length substrate.
[0110] A long circular polarizing plate can be produced by integrally laminating (attaching) a general long polarizing film to the long retardation film of the present invention. By setting the direction of the optical axis of the long retardation film at 45° to the long direction of the long substrate, the productivity of the long circular polarizing plate obtained by integrally laminating the long retardation film of the present invention and the long polarizing film is improved. By peeling off the long-length substrate from a long-length circular polarizing plate consisting of a long-length substrate, a long-length photo-alignment film, a long-length retardation film, and a long-length polarizing film, a long-length circular polarizing plate consisting of a long-length photo-alignment film, a long-length retardation film, and a long-length polarizing film is obtained. A long-sized circular polarizing plate consisting of a long-sized substrate, a long-sized photo-alignment film, a long-sized retardation film, and a long-sized polarizing film is obtained by peeling off the long-sized substrate and the long-sized photo-alignment film from the long-sized circular polarizing plate consisting of a long-sized retardation film and a long-sized polarizing film. An adhesive layer may be provided on either surface of the obtained long circularly polarizing plate.
[0111] The obtained long retardation film is cut into sheets to obtain the retardation film. Moreover, a circularly polarizing plate can be obtained by cutting a long circularly polarizing plate into sheets.
[0112] The term "sheet-like" excludes films in which the balance between the long and short sides of the film is significantly different, and in the present specification, a film is considered to be sheet-like if the length of the long side is 5 times or less the length of the short side.
[0113] The cutting can be done in any manner.
[0114] <Continuous manufacturing method for long retardation film> The long retardation film of the present invention is preferably produced continuously by a roll-to-roll system. Referring to Fig. 1, the main part of a method for continuously producing a long retardation film by a roll-to-roll system will be described.
[0115] The first roll 210 in which the long substrate is wound around the first winding core 210A is, for example, easily available on the market. Examples of such long substrates available on the market in the form of a roll include films made of cellulose ester, cyclic olefin resin, polyethylene terephthalate, or polymethacrylic acid ester, among the long substrates already exemplified.
[0116] Next, the long substrate is unwound from the first roll 210. The method of unwinding the long substrate is performed by providing a suitable rotating means on the winding core 210A of the first roll 210 and rotating the first roll 210 by the rotating means. Alternatively, a suitable auxiliary roll 300 may be provided in the direction in which the long substrate is transported from the first roll 210, and the long substrate may be unwound by the rotating means of the auxiliary roll 300. Furthermore, by providing a rotating means on both the first winding core 210A and the auxiliary roll 300, the long substrate may be unwound while applying an appropriate tension to the long substrate.
[0117] When the long substrate unwound from the first roll 210 passes through the coating device 211A, the coating device 211A coats the surface of the substrate with a composition for forming a photo-alignment film. As the coating device 211A for continuously coating the composition for forming a photo-alignment film in this manner, a gravure coating method, a die coating method, or a flexography method is preferable.
[0118] The long substrate having passed through the coating device 211A and formed with the first coating film is transported to the drying oven 212A, where the first coating film is dried to form a first dry film. For example, a hot air drying oven that combines a ventilation drying method and a heat drying method is used as the drying oven 212A. The set temperature of the drying oven 212A is determined according to the type of solvent contained in the composition for forming a photo-alignment film. The drying oven 212A may be composed of multiple zones with different set temperatures, or may be a drying oven in which multiple drying ovens with different set temperatures are installed in series.
[0119] The first dried film thus obtained is irradiated with polarized light by the polarized light irradiation device 213A to obtain a long photo-aligned film. At this time, the polarized light is irradiated so that the direction D2 of the alignment regulating force of the photo-aligned film is oblique to the long-length direction D1 of the long-length substrate. FIG. 2 is a schematic diagram showing a case where the relationship between the direction D2 of the alignment regulating force of the photo-aligned film formed after irradiation with polarized light and the long-length direction D1 of the long-length substrate is 45°. That is, FIG. 2 shows that when the surface of the long-length photo-aligned film after passing through the polarized light irradiation device 213A is viewed in the long-length direction D1 of the long-length substrate and the direction D2 of the alignment regulating force of the long-length photo-aligned film, the angle between them is 45°.
[0120] Next, the long substrate on which the long photo-aligned film is formed passes through a coating device 211B. A liquid crystal cured film-forming composition is applied onto the long photo-aligned film by the coating device 211B to form a second coating film. Then, the substrate passes through a drying oven 212B to form a second dry coating. The drying oven 212B may be composed of multiple zones with different set temperatures, similar to the drying oven 212A, or may be a drying oven in which multiple drying ovens with different set temperatures are installed in series.
[0121] By passing through the drying oven 212B, the polymerizable liquid crystal compound contained in the liquid crystal cured film forming composition forms a liquid crystal phase. When the polymerizable liquid crystal compound contained in the second dried film forms a liquid crystal phase, the film is irradiated with light by the polarized light irradiation device 213B, whereby the polymerizable liquid crystal compound is polymerized while maintaining the liquid crystal phase, and a retardation film is formed.
[0122] The long retardation film thus obtained is wound around the second winding core 220A to obtain the second roll 220. When winding, co-winding using an appropriate spacer may be performed.
[0123] In this manner, the long base material passes from the first roll 210 through the coating device 211A, the drying furnace 212A, the polarized UV irradiation device 213A, the coating device 211B, the drying furnace 212B, and the light irradiation device 213B in this order, whereby a long retardation film can be continuously manufactured in a roll-to-roll manner.
[0124] In addition, in the manufacturing method shown in FIG. 1, a method for continuously manufacturing a long substrate and a long retardation film is shown, but for example, the long substrate may be passed from the first roll 210 through the coating device 211A, the drying furnace 212A, and the polarized light irradiation device 213A in this order, and then wound up on a core to continuously manufacture a roll-shaped long oriented film, and the obtained roll-shaped long oriented film may be unwound and passed through the coating device 211B, the drying furnace 212B, and the light irradiation device 213B in this order to manufacture a long retardation film.
[0125] When a long retardation film is manufactured in the form of the second roll 220, the long retardation film may be unwound from the second roll 220, cut to a predetermined size, and then a polarizing film may be laminated to the cut retardation film to manufacture a circular polarizing plate. However, a long circular polarizing plate can also be manufactured continuously by preparing a third roll on which the long polarizing film is wound around a core.
[0126] A method for continuously producing a long circular polarizing plate will be described with reference to FIG. A step of continuously unwinding the long retardation film of the present invention from a second roll 220 and continuously unwinding the long polarizing film from a third roll 230 around which the long polarizing film is wound; A step of continuously bonding the long retardation film and the long polarizing film to obtain a long circular polarizing plate; and a step of winding the obtained long circularly polarizing plate around a fourth winding core 240A to obtain a fourth roll 240. This method is so-called roll to roll lamination. The long retardation film and the long polarizing film can be attached to each other using a suitable adhesive.
[0127] Before or after the obtained long circular polarizing plate is wound around the fourth core, the long substrate or the long substrate and the long photoalignment film may be peeled off. By peeling off the long substrate, a long circular polarizing plate consisting of a long photo-alignment film, a long retardation film and a long polarizing film is obtained. By peeling off the long substrate and the long photo-alignment film, a long circular polarizing plate consisting of the long retardation film and the long polarizing film is obtained.
[0128] FIG. 4 is a diagram illustrating a method for continuously peeling off the long substrate or the long substrate and the long photo-alignment film before winding the obtained long circular polarizing plate around the fourth winding core 240A. The manufacturing method includes: A step of continuously unwinding the long retardation film of the present invention from a second roll 220 and continuously unwinding the long polarizing film from a third roll 230 around which the long polarizing film is wound; A step of continuously bonding the long retardation film and the long polarizing film to obtain a long circular polarizing plate; A process of peeling off the long-length substrate or the long-length substrate and the long-length photo-aligned film of the obtained long-length circular polarizing plate with a guide roll 270, and separating it into the long-length substrate and the long-length photo-aligned film, the long-length retardation film, and the long-length circular polarizing plate consisting of the long-length substrate and the long-length photo-aligned film, or separating it into the long-length substrate and the long-length photo-aligned film, and the long-length circular polarizing plate consisting of the long-length retardation film and the long-length polarizing film; A long circular polarizing plate composed of a long photo-alignment film, a long retardation film, and a long polarizing film, or a long circular polarizing plate composed of a long retardation film and a long polarizing film is wound around a fifth core 250A to obtain a fifth roll 250; On the other hand, the peeled long substrate, or the long substrate and the long photoalignment film, are wound up around a sixth core 260A to obtain a sixth roll 260.
[0129] FIG. 5 is a diagram illustrating a method for continuously peeling off the long substrate or the long substrate and the long photo-alignment film after the obtained long circular polarizing plate is wound around the fourth winding core 240A. The manufacturing method includes: A step of continuously unwinding the long circular polarizing plate of the present invention from a fourth roll 240; A process of peeling off the long-length substrate of the long-length circular polarizing plate or the long-length substrate and the long-length photo-alignment film by a guide roll 270, and separating the long-length substrate and the long-length circular polarizing plate consisting of the long-length photo-alignment film, the long-length retardation film, and the long-length polarizing film, or separating the long-length substrate and the long-length photo-alignment film and the long-length circular polarizing plate consisting of the long-length retardation film and the long-length polarizing film; A long circular polarizing plate composed of a long photo-alignment film, a long retardation film, and a long polarizing film, or a long circular polarizing plate composed of a long retardation film and a long polarizing film is wound around a fifth core 250A to obtain a fifth roll 250; On the other hand, the peeled long substrate, or the long substrate and the long photoalignment film, are wound up around a sixth core 260A to obtain a sixth roll 260.
[0130] The long retardation film of the present invention can be cut as necessary and used in various display devices. A display device is a device having a display element, and includes a light-emitting element or a light-emitting device as a light source. Examples of the display device include a liquid crystal display device, an organic electroluminescence (EL) display device, an inorganic electroluminescence (EL) display device, an electron emission display device (e.g., a field emission display device (FED), a surface field emission display device (SED)), an electronic paper (a display device using electronic ink or an electrophoretic element, a plasma display device, a projection display device (e.g., a display device having a grating light valve (GLV) display device, a digital micromirror device (DMD)), and a piezoelectric ceramic display. The liquid crystal display device includes any of a transmissive liquid crystal display device, a semi-transmissive liquid crystal display device, a reflective liquid crystal display device, a direct-view liquid crystal display device, and a projection liquid crystal display device, etc. These display devices may be display devices that display two-dimensional images, or stereoscopic display devices that display three-dimensional images. Moreover, the long circular polarizing plate can be cut as necessary and effectively used in displays, particularly organic electroluminescence (EL) displays or inorganic electroluminescence (EL) displays. EXAMPLES
[0131] The present invention will be described in more detail below with reference to examples. In the examples, "%" and "parts" are by mass % and parts by mass unless otherwise specified.
[0132] Example 1 [Production of composition for forming photoalignment film] The following components were mixed, and the resulting mixture was stirred at 80° C. for 1 hour to obtain a composition for forming a photoalignment film. Photoalignable material (5 parts): TIFF0007654750000013.tif36104 Solvent (95 parts): Cyclopentanone
[0133] [Production of liquid crystal cured film-forming composition] The following components were mixed and stirred at 80° C. for 1 hour to obtain a composition for forming a liquid crystal cured film. Polymerizable liquid crystal compound; compound (A11-1) 100 parts TIFF0007654750000014.tif56170 Polymerizable liquid crystal compound; Compound (x-1) 33 parts TIFF0007654750000015.tif41170 Polymerization initiator: 2-dimethylamino-2-benzyl-1-(4-morpholinophenyl)butan-1-one (Irgacure (registered trademark) 369; manufactured by BASF Japan) 8 parts Leveling agent: polyacrylate compound (BYK-361N; manufactured by BYK-Chemie) 0.1 part Other additives: LALOMER LR9000 (BASF Japan) 6.7 parts Solvent: Cyclopentanone 546 parts Solvent: N-methylpyrrolidone 364 parts
[0134] [Production of Long Retardation Film] The surface of a cycloolefin polymer film roll (ZF-14, Zeon Corporation) was treated once using a plasma treatment device (Sekisui Chemical Co., Ltd.) under conditions of intensity of 1.5 J / cm^2 and added oxygen concentration of 0.25%. Next, a composition for forming a photo-alignment film was applied to the surface of the film by die coating to obtain a first coating film. The obtained first coating film was dried at 100°C for 2 minutes and then cooled to room temperature to obtain a first dry film. Then, the film was irradiated with 100 mJ (313 nm standard) of polarized ultraviolet light so that the direction of the alignment control force was at an angle of 45° to the transport direction of the film, forming a long photo-alignment film on the film. The polarized ultraviolet light was irradiated to the first dry film from a direction perpendicular to the long and short directions of the first dry film. A liquid crystal cured film-forming composition was applied onto the long photo-alignment film by die coating so that the thickness of the second coating film was 17 μm, to obtain a second coating film. The second coating film was dried by heating at 120° C. for 2 minutes and cooled to room temperature to obtain a second dried film. An ultraviolet irradiation device was used to expose the film to a light of 1000 mJ / cm 2 . 2 The second dried film was irradiated with ultraviolet light (365 nm standard) to obtain a long retardation film (1) having a retardation film formed thereon.
[0135] [Film thickness measurement] A piece of film (4 cm × 4 cm) was cut out from any part of the long retardation film (1), and the thickness was measured using a laser microscope (LEXT3000, Olympus Corporation). As a result, the thickness of the long alignment film was 50 nm, and the thickness of the long retardation film was 2.1 μm.
[0136] [Haze Measurement] A film piece (4 cm x 4 cm) was cut out from an arbitrary location of the long retardation film (1), and the haze value was measured using a haze meter (HZ-2; manufactured by Suga Test Instruments Co., Ltd.) As a result, the haze value was 0.2%.
[0137] [Measurement of phase difference value] A film piece (4 cm x 4 cm) was cut out from an arbitrary position of the long retardation film (1), and the front retardation value at a wavelength of 587.7 nm was measured using a birefringence measuring device (KOBRA-WR, manufactured by Oji Scientific Instruments Co., Ltd.), which was 148 nm. Note that since the cycloolefin polymer film used for the long substrate does not have birefringence, the measurement results in the form including the substrate represent the front retardation value of the retardation film formed on the substrate.
[0138] [Measurement of wavelength dispersion characteristics] A piece of film (4cm x 4cm) was cut out from any part of the long retardation film (1), and the front retardation values at wavelengths of 450.9nm, 498.6nm, 549.4nm, 587.7nm, 627.8nm, and 751.3nm were measured using a birefringence measuring device (KOBRA-WR, manufactured by Oji Scientific Instruments Co., Ltd.), and were found to be 130nm, 142nm, 147nm, 148nm, 149nm, and 151nm, respectively. The front retardation values at wavelengths of 450nm, 550nm, and 650nm were calculated to be 129nm, 141nm, and 144nm by Sellmeyer fitting. It was confirmed that Re(450) / Re(550)=0.91≦1 Re(650) / Re(550)=1.02≧1 were established.
[0139] [Integrated lamination with long polarizing film] The liquid crystal cured film side of the long retardation film (1) was laminated together with an iodine-PVA polarizing plate roll (SRW842A; manufactured by Sumitomo Chemical Co., Ltd., the absorption axis of which coincides with the conveying direction of the roll) using an adhesive to produce a long circular polarizing plate (1).
[0140] [Measurement of reflectance] In order to confirm the usefulness of the long circular polarizing plate (1), a film piece (4 cm x 4 cm) was cut out from any part of the long circular polarizing plate (1) to obtain a circular polarizing plate. The reflectance of the circular polarizing plate was measured as follows. A measurement sample was prepared by bonding the side of the produced circular polarizing plate originating from the long retardation film (1) to a reflector (mirror aluminum plate) using an adhesive. Using a spectrophotometer (Shimadzu Corporation UV-3150), light with wavelengths between 400 and 700 nm was incident on the measurement sample in 2 nm increments from a normal direction of 12°, and the reflectance of the reflected light was measured. When the reflectance was set at 100% when measuring with only the reflector placed without laminating a circular polarizer, the reflectance for light in the range of 400 to 700 nm was about 1 to 10% for all wavelengths, indicating that sufficient anti-reflection properties were obtained across the entire visible light range.
[0141] Example 2 [Production of Long Retardation Film] A composition for forming a photo-alignment film was applied to the surface of a polyethylene terephthalate film roll (Diafoil T140E25, manufactured by Mitsubishi Plastics, Inc.) by die coating to obtain a first coating film. The obtained first coating film was dried at 100°C for 2 minutes and then cooled to room temperature to obtain a first dry film. Then, the film was irradiated with 100 mJ (313 nm standard) of polarized ultraviolet light so that the direction of the alignment control force was at an angle of 45° to the transport direction of the film, forming a long photo-alignment film on the film. The polarized ultraviolet light was irradiated to the first dry film from a direction perpendicular to the long and short directions of the first dry film. A liquid crystal cured film-forming composition was applied onto the long photo-alignment film by die coating so that the thickness of the second coating film was 17 μm, to obtain a second coating film. The second coating film was dried by heating at 120° C. for 2 minutes and cooled to room temperature to obtain a second dried film. An ultraviolet irradiation device was used to expose the film to a light of 1000 mJ / cm 2 . 2 The second dried film was irradiated with ultraviolet light (365 nm standard) to obtain a long retardation film (2) having a retardation film formed thereon.
[0142] [Removal of Base Film] The surface of the retardation film of the long retardation film (2) was subjected to a corona treatment, and a cycloolefin polymer film roll was laminated via the adhesive layer. Next, the polyethylene terephthalate film and the first dry film were peeled off using a line having the main parts shown in Figure 4, to obtain a long retardation film (3) consisting of the retardation film, the adhesive layer, and the cycloolefin polymer film.
[0143] [Film thickness measurement] A piece of film (4 cm x 4 cm) was cut out from any part of the long retardation film (3), and the thickness was measured using a laser microscope (LEXT3000, manufactured by Olympus Corporation). As a result, the thickness of the long retardation film was 2.2 μm.
[0144] [Haze Measurement] A film piece (4 cm x 4 cm) was cut out from an arbitrary location of the long retardation film (3), and the haze value was measured using a haze meter (HZ-2; manufactured by Suga Test Instruments Co., Ltd.) As a result, the haze value was 0.4%.
[0145] [Measurement of phase difference value] A film piece (4 cm x 4 cm) was cut out from an arbitrary position of the long retardation film (3), and the front retardation value at a wavelength of 587.7 nm was measured using a birefringence measuring device (KOBRA-WR, manufactured by Oji Scientific Instruments Co., Ltd.), which was 143 nm. Note that since the cycloolefin polymer film used for the long substrate does not have birefringence, the measurement results in the form including the substrate represent the front retardation value of the retardation film formed on the substrate.
[0146] [Measurement of wavelength dispersion characteristics] A piece of film (4cm x 4cm) was cut out from any part of the long retardation film (3), and the front retardation values at wavelengths of 450.9nm, 498.6nm, 549.4nm, 587.7nm, 627.8nm, and 751.3nm were measured using a birefringence measuring device (KOBRA-WR, manufactured by Oji Scientific Instruments), and were found to be 125nm, 137nm, 142nm, 143nm, 144nm, and 146nm, respectively. The front retardation values at wavelengths of 450nm, 550nm, and 650nm were calculated to be 124nm, 136nm, and 139nm by Sellmeyer fitting. It was confirmed that Re(450) / Re(550)=0.91≦1 Re(650) / Re(550)=1.02≧1 were established.
[0147] [Integrated lamination with long polarizing film] The retardation film side of the long retardation film (3) was laminated together with an iodine-PVA polarizing plate roll (SRW842A; manufactured by Sumitomo Chemical Co., Ltd., the absorption axis of which coincides with the conveying direction of the roll) using an adhesive to produce a long circular polarizing plate (3).
[0148] [Reflectance Measurement] In order to confirm the usefulness of the long circular polarizing plate (3), a film piece (4 cm x 4 cm) was cut out from any part of the long circular polarizing plate (3) to obtain a circular polarizing plate. The reflectance of the circular polarizing plate was measured as follows. A measurement sample was prepared by bonding the side of the produced circular polarizing plate originating from the long retardation film (3) to a reflector (mirror aluminum plate) using an adhesive. Using a spectrophotometer (Shimadzu Corporation UV-3150), light with wavelengths between 400 and 700 nm was incident on the measurement sample in 2 nm increments from a normal direction of 12°, and the reflectance of the reflected light was measured. When the reflectance was set at 100% when measuring with only the reflector placed without laminating a circular polarizer, the reflectance for light in the range of 400 to 700 nm was about 1 to 10% for all wavelengths, indicating that sufficient anti-reflection properties were obtained across the entire visible light range.
[0149] Example 3 [Preparation of Long Circular Polarizing Plate (4)] The retardation film surface of the long retardation film (2) obtained in Example 2 was subjected to corona treatment, and was laminated with an iodine-PVA polarizing plate roll (SRW842A; manufactured by Sumitomo Chemical Co., Ltd., the absorption axis coincides with the conveying direction of the roll) via an adhesive. Next, the polyethylene terephthalate film and the first dry coating were peeled off using a line having the main parts shown in Figure 5, to obtain a long circular polarizing plate (4) consisting of a retardation film, an adhesive layer, and a polarizing plate.
[0150] [Reflectance Measurement] In order to confirm the usefulness of the long circular polarizing plate (4), a film piece (4 cm x 4 cm) was cut out from any part of the long circular polarizing plate (4) to obtain a circular polarizing plate. The reflectance of the circular polarizing plate was measured as follows. A measurement sample was prepared by bonding the side of the produced circular polarizing plate originating from the long retardation film (2) to a reflector (mirror aluminum plate) using an adhesive. Using a spectrophotometer (Shimadzu Corporation UV-3150), light with wavelengths between 400 and 700 nm was incident on the measurement sample in 2 nm increments from a normal direction of 12°, and the reflectance of the reflected light was measured. When the reflectance was set at 100% when measuring with only the reflector placed without laminating a circular polarizer, the reflectance for light in the range of 400 to 700 nm was about 1 to 10% for all wavelengths, indicating that sufficient anti-reflection properties were obtained across the entire visible light range. [Industrial Applicability]
[0151] INDUSTRIAL APPLICABILITY The present invention is useful for producing a long retardation film having an optical axis in a direction oblique to the long direction of the long retardation film. [Explanation of symbols]
[0152] 210 Roll 1 210A core 220 Roll 2 220A core 211A, 211B Coating equipment 212A,212B Drying oven 213A Polarized UV irradiation device 213B Polarized light irradiation device 300 Auxiliary Roll 230 3rd Roll 230A core 240 4th Roll 240A core 250 5th Roll 250A core 260 Roll 6 260A core 270 Guide Roll
Claims
1. A long-length retardation film having a long-length substrate made of polyethylene terephthalate, cellulose ester or cyclic olefin resin, a long-length photoalignment film and a long-length retardation film in this order, the long-length retardation film having a thickness of 1 to 3 μm, The haze value of the long retardation film is 0.2% or more and 0.4% or less, The long retardation film has the following formulas (1), (2), and (3): Re(450) / Re(550)≦1.00 (1) 1.00≦Re(650) / Re(550) (2) 100nm<Re(550)<160nm (3) [In the formula, Re(λ) represents an in-plane retardation value for light having a wavelength of λ nm] The wavelength dispersion characteristic satisfies The long retardation film has the following formula (A): 【Chemistry 1】 [In formula (A), X 1 is an oxygen atom, a sulfur atom or NR 1 - represents. 1 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms. Y 1 represents a monovalent aromatic hydrocarbon group having 6 to 12 carbon atoms which may have a substituent, or a monovalent aromatic heterocyclic group having 3 to 12 carbon atoms which may have a substituent. Q 3 and Q. 4 each independently represents a hydrogen atom, a monovalent aliphatic hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, a monovalent alicyclic hydrocarbon group having 3 to 20 carbon atoms which may have a substituent, a monovalent aromatic hydrocarbon group having 6 to 20 carbon atoms which may have a substituent, a halogen atom, a cyano group, a nitro group, -NR 2 R 3 or -SR 2 or Q 3 and Q 4 and are bonded to each other to form an aromatic ring or an aromatic heterocyclic ring together with the carbon atoms to which they are bonded. 2 and R 3 each independently represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms. D 1 and D. 2 each independently represents a single bond, —C(═O)—O—, —C(═S)—O—, or —CR 4 R 5 -, -CR 4 R 5 -CR 6 R 7 --, --O-CR 4 R 5 -, -CR 4 R 5 -O-CR 6 R 7 -, -CO-O-CR 4 R 5 -, -O-CO-CR 4 R 5 -, -CR 4 R 5 -O-CO-CR 6 R 7 -, -CR 4 R 5 -CO-O-CR 6 R 7 - or NR 4 -CR 5 R 6 - or CO-NR 4 Represents -. R 4 , R 5 , R 6 and R 7 each independently represents a hydrogen atom, a fluorine atom or an alkyl group having 1 to 4 carbon atoms. G 1 and G 2 each independently represents a divalent alicyclic hydrocarbon group having 5 to 8 carbon atoms, a methylene group constituting the alicyclic hydrocarbon group may be replaced by an oxygen atom, a sulfur atom, or NH-, and a methine group constituting the alicyclic hydrocarbon group may be replaced by a tertiary nitrogen atom. L 1 and L 2 each independently represents a monovalent organic group; L 1 and L 2 At least one of the groups has a polymerizable group. and a polymerizable liquid crystal compound represented by the formula: a polymerizable non-liquid crystal compound having at least one polymerizable group selected from the group consisting of an acryloyl group, a methacryloyl group, and an isocyanate group; A long retardation film formed from a liquid crystal cured film-forming composition comprising the above-mentioned.
2. The long retardation film has the following formulas (1), (2), and (3): Re(450) / Re(550)≦1.00 (1) 1.00≦Re(650) / Re(550) (2) 100nm<Re(550)<160nm (3) [In the formula, Re(λ) represents an in-plane retardation value for light having a wavelength of λ nm] The long retardation film according to claim 1 , having wavelength dispersion characteristics that satisfy:
3. A long circular polarizing plate comprising the long retardation film according to claim 1 or 2 and a long polarizing film laminated therewith.
Citation Information
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