Polymerizable compositions, polarizing films and methods for preparing polarizing films, display elements and displays

Abstract

This invention discloses a polymerizable composition comprising one or more polymerizable liquid crystal compounds, one or more self-aligning agents, and one or more dichroic dyes; the one or more dichroic dyes are compounds of formula I: B1 and B2 each independently represent an alkyl or cycloalkyl group having 1 to 20 carbon atoms, and one or more unconnected -CH2- groups of the alkyl group can be -O-, -S-, or -NR. c - Replacement, R c T1 and T2 represent single bonds, -O-, -S-, -CO-, -COO-, -OCO-, -OCOO-, and -CONR, respectively. d - or -NR d CO-, when P2 represents H, T2 represents -NR e The polarizing film prepared using the above-described polymerizable composition exhibits high transmittance and high polarization degree. The present invention also discloses applications of this polymerizable composition.

Description

Technical Field

[0001] This invention relates to the field of optical thin films. More specifically, it relates to a polymerizable composition, a polarizing film and a method for preparing the polarizing film, a display element, and a display. Background Technology

[0002] Currently, in flat panel display devices (FPDs), both liquid crystal displays (LCDs) and organic light-emitting diode (OLED) displays require polarizing films to obtain polarized light. The most widely used polarizing films consist of a polarizing layer formed by orienting dichroic pigments such as iodine onto a polyvinyl alcohol-based resin film, and a protective layer formed from materials such as a triacetyl cellulose film. In recent years, flat panel display devices have been continuously developing towards thinner thicknesses. This necessitates a continuous reduction in the thickness of polarizing films, requiring the development of films suitable for thinner display devices. In recent years, coated polarizing films formed from polymeric liquid crystals and dichroic dyes have been disclosed; however, these films cannot simultaneously achieve high transmittance and high polarization, i.e., high transmittance results in low polarization, and vice versa. Therefore, developing a polarizing film that simultaneously possesses high transmittance and high polarization is an urgent problem to be solved. Summary of the Invention

[0003] To address the issue that coated polarizing films cannot simultaneously achieve high transmittance and high polarization degree, this invention provides a polymerizable composition containing a self-aligning agent. Polarizing films prepared using this polymerizable composition exhibit both high transmittance and high polarization degree. This invention proposes a novel approach to preparing coated polarizing films, expanding the possibilities for polymer films and materials used in their preparation.

[0004] Specifically, the present invention includes the following:

[0005] A first aspect of the present invention provides a polymerizable composition, characterized in that the polymerizable composition comprises one or more polymerizable liquid crystal compounds, one or more self-aligning agents, and one or more dichroic dyes;

[0006] The one or more dichroic dyes are compounds represented by Formula I:

[0007] Ⅰ;

[0008] in, It must contain at least one structure represented by equation Ia.

[0009] Ⅰa;

[0010] A x1 and A x2Each can independently represent a divalent aromatic group that may have substituents;

[0011] m represents 0, 1, 2, or 3;

[0012] A1, A2, and A3 each independently represent a divalent aromatic group that can have substituents;

[0013] Z1 and Z2 independently represent single bonds, -CH2-, -CH2CH2-, -O-, -CH2O-, -OCH2-, -CO-, -COO-, -OCO-, -OCOO-, and -CR. a =CR b -、-C≡C-、-CR a =N-、-CONR a -、-NR a CO- or -N = N-; R a R b Each can independently represent H or an alkyl group having 1 to 4 carbon atoms;

[0014] B1 and B2 each independently represent an alkyl or cycloalkyl group having 1 to 20 carbon atoms. One or more unconnected -CH2- groups can be -O-, -S-, or -NR. c - Replace, R c Indicates H or an alkyl group having 1 to 4 carbon atoms;

[0015] T1 and T2 independently represent single bonds, -O-, -S-, -CO-, -COO-, -OCO-, -OCOO-, and -CONR. d -or-NR d CO-, when P2 represents H, T2 represents -NR e -;

[0016] R d R e Each independently represents H or an alkyl group having 1 to 4 carbon atoms, R e The alkyl group indicated can form a ring structure with B1 or B2.

[0017] Furthermore, the self-aligning agent is a compound represented by Formula II.

[0018] II;

[0019] in:

[0020] R0 represents an alkyl group having 1 to 10 carbon atoms, a fluorinated alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorinated alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorinated alkenyl group having 2 to 10 carbon atoms, an alkenyl group having 3 to 8 carbon atoms, or a fluorinated alkenyl group having 3 to 8 carbon atoms. Any one or more unconnected -CH2- groups in R0 may be substituted with cyclopentylene, cyclobutylene, or cyclopropylene, and any one or more unconnected -CH2- groups may be substituted with -O-.

[0021] q represents 1 or 2;

[0022] L1, L2, L3, and L4 each independently represent F, Cl, H, an alkyl group with 1-10 carbon atoms, a fluorinated alkyl group with 1-10 carbon atoms, an alkoxy group with 1-10 carbon atoms, a fluorinated alkoxy group with 1-10 carbon atoms, an alkenyl group with 2-10 carbon atoms, a fluorinated alkenyl group with 2-10 carbon atoms, an alkenyl group with 3-8 carbon atoms, or an alkenyl group with 3-8 carbon atoms, and any one or more of -CH2- can be substituted with cyclopentylene, cyclobutylene, or cyclopropylene.

[0023] n1 and n2 each independently represent 0, 1, 2, 3 or 4;

[0024] n3 and n4 each independently represent 0, 1, or 2;

[0025] X1 and X2 independently represent H, Or an alkyl group having 1-10 carbon atoms; any one or more unconnected -CH2- groups in the alkyl group may be optionally substituted with -O-, cyclopentylene, cyclobutylene, or cyclopropylene; at least one of X1 and X2 represents ;

[0026] P3 and P4 each independently represent H or polymerizable groups, while Sp, Sp3, and Sp4 each independently represent single bonds or spacer groups.

[0027] This indicates a fused ring, spiro ring, bridged ring, cyclohexene, cyclohexenyl, oxohexyl, or phenylene; when q represents 2... They can be the same or different.

[0028] Furthermore, the polymerizable liquid crystal compound is a polymerizable smectic B-phase liquid crystal compound.

[0029] Furthermore, the polymerizable smectic B-phase liquid crystal compound is a compound represented by Formula III.

[0030] III;

[0031] in:

[0032] A4 and A5 each independently represent a divalent aromatic group or a divalent alicyclic hydrocarbon group, wherein the hydrogen atom contained in the divalent aromatic group or divalent alicyclic hydrocarbon group can be substituted by a halogen atom, an alkyl group with 1 to 4 carbon atoms, a fluoroalkyl group with 1 to 4 carbon atoms, an alkoxy group with 1 to 4 carbon atoms, a cyano group or a nitro group, and the carbon atom in the divalent aromatic group or divalent alicyclic hydrocarbon group can be substituted by an oxygen atom, a sulfur atom or a nitrogen atom; at least one of A4 and A5 represents 1,4-phenylene or 1,4-cyclohexane that can have substituents;

[0033] Z3 represents a single bond or a divalent linker independently;

[0034] n can be 1, 2 or 3. When n is 2 or 3, A4 and Z3 can be the same or different.

[0035] P5 and P6 each independently represent H or a polymerizable group, and at least one of P5 and P6 represents a polymerizable group;

[0036] Sp5 and Sp6 each independently represent single bonds or spacer groups;

[0037] T3 and T4 each independently represent alkylene groups having 1 to 20 carbon atoms that may have substituents, wherein one or more unconnected -CH2- groups of the alkylene group may be replaced by -O-, -CO-, -S- or -NH-.

[0038] Furthermore, the polymerizable composition further includes one or more initiators, including photopolymerization initiators and / or thermal polymerization initiators.

[0039] A second aspect of the present invention provides a polarizing film polymerized from the above-described polymerizable composition.

[0040] Furthermore, the transmittance of the polarizing film is above 30%, the polarization degree is above 99%, and the thickness of the polarizing film is 1 to 5 micrometers.

[0041] A third aspect of the present invention provides a method for preparing a polarizing film, comprising the following steps:

[0042] The polymerizable composition described in the first aspect above is incorporated into a solvent to form a polymerizable composition solution;

[0043] The polymerizable composition solution is coated onto a substrate having an alignment layer to form a polymerizable composition solution layer;

[0044] The polymerizable composition solution layer is heated and dried, and the dried polymerizable composition solution layer is cooled to room temperature to form a dry film on the alignment layer.

[0045] The dried film is irradiated with an ultraviolet irradiation device to form a polarizing film.

[0046] Furthermore, the substrate is a substrate having a horizontal alignment layer.

[0047] A fourth aspect of the present invention provides a display element comprising the above-described polymerizable composition or the above-described polarizing film.

[0048] A fifth aspect of the present invention provides a display comprising the above-described polymerizable composition or the above-described polarizing film.

[0049] The beneficial effects of this invention are as follows:

[0050] The polymerizable composition provided by this invention has a simple structure, high solubility, and can form a uniform polymerizable composition solution. The coated polarizing film polymerized from the polymerizable composition provided by this invention has a uniform film thickness and exhibits both high transmittance and high polarization degree. The polarizing film provided by this invention, while achieving the same polarization degree level, can effectively reduce the amount of dichroic dye added, lower the production cost of the coated polarizing film, and increase the transmittance of the polarizing film, thus playing a positive role in reducing energy consumption in display elements or displays using the above-mentioned polarizing film. Detailed Implementation

[0051] To more clearly illustrate the present invention, the following description, in conjunction with preferred embodiments, further clarifies the invention. Those skilled in the art should understand that the specific descriptions below are illustrative rather than restrictive, and should not be construed as limiting the scope of protection of the present invention.

[0052] In this invention, the phrase "may also contain..." means that the component may or may not be present in the composition;

[0053] In this invention, the term "solvent" refers to an organic solvent, and there is no particular limitation on the type. However, organic solvents that exhibit good solubility in polymerizable compositions are preferred, and organic solvents that can be dried below 130°C are also preferred. Examples of such solvents include: aromatic hydrocarbons such as toluene, xylene, cumene, and mesitylene; ester solvents such as methyl acetate, ethyl acetate, propyl acetate, and butyl acetate; ketone solvents such as methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, and cyclopentanone; ether solvents such as tetrahydrofuran, 1,2-dimethoxyethane, and anisole; amide solvents such as N,N-dimethylformamide and N-methyl-2-pyrrolidone; and solvents such as propylene glycol monomethyl ether acetate, diethylene glycol monomethyl ether acetate, γ-butyrolactone, and chlorobenzene. These organic solvents can be used alone or in combination of two or more. However, from the perspective of solution stability, it is preferred to use any one or more of ketone solvents, ether solvents, ester solvents, and aromatic hydrocarbon solvents.

[0054] If the polymerizable composition used in this invention is made into a solution of an organic solvent, it can be used to coat a substrate. The ratio of organic solvent used in the polymerizable composition is not particularly limited as long as it does not significantly damage the coating state. However, the total amount of organic solvent contained in the polymerizable composition is preferably 30-90% by mass, more preferably 40-85% by mass, and particularly preferably 50-80% by mass.

[0055] When dissolving a polymerizable composition in an organic solvent, heating and stirring are preferred to ensure uniform dissolution. The heating temperature during heating and stirring is preferably adjusted appropriately considering the solubility of the composition in the organic solvent, but from a productivity perspective, 15°C to 110°C is preferred, more preferably 15°C to 90°C, even more preferably 15°C to 60°C, and particularly preferably 40°C to 50°C.

[0056] In this invention, the term "initiator" refers to photopolymerization initiator and thermal polymerization initiator, preferably containing at least one photopolymerization initiator and at least one thermal polymerization initiator.

[0057] Specifically, examples of photopolymerization initiators include: BASF Japan's "Irgacure 651", "Irgacure 184", "Darocur 1173", "Irgacure 907", "Irgacure 127", "Irgacure 369", "Irgacure 379", "Irgacure 819", "Irgacure 2959", "Irgacure 1800", "Irgacure 250", "Irgacure 754", "Irgacure 784", "Irgacure OXE01", "Irgacure OXE02", "Lucirin TPO", "Darocur 1173", and "Darocur MBF"; and LAMBSON's "Esacure 1001M", "Esacure KIP150", "Speedcure BEM", "Speedcure BMS", and "Speedcure...". MBP", "Speedcure PBZ", "SpeedcureITX", "SpeedcureDETX", "Speedcure EBD", "Speedcure MBB", "Speedcure BP", "Kayacure DMBI" manufactured by Nihon Siber "TAZ-A" manufactured by Hegner Co., Ltd. (currently DKSH Japan Co., Ltd.), "Adeka Optomer SP-152", "Adeka Optomer SP-170", "Adeka Optomer N-1414", "Adeka Optomer N-1606", "Adeka Optomer N-1717", "Adeka Optomer" manufactured by ADEKA Co., Ltd. N-1919" etc.

[0058] The amount of initiator used is preferably 0.1 to 10% by mass relative to the polymerizable composition, and particularly preferably 0.5 to 7% by mass. Additionally, sensitizers may be added.

[0059] In this invention, the term "additive" refers to components used to improve the stability of the polymerizable compositions of this invention, including antioxidants, surfactants, polymerization inhibitors, chain transfer agents, etc. These additives can be selectively added, either one or more, or omitted, depending on the stability performance of the formulation.

[0060] Polymerization inhibitor: A polymerization inhibitor is preferably added to the polymerizable composition of the present invention. Examples of polymerization inhibitors include phenolic compounds, quinone compounds, amine compounds, thioether compounds, and nitroso compounds. Examples of phenolic compounds include p-methoxyphenol, cresol, tert-butylcatechol, 3,5-di-tert-butyl-4-hydroxytoluene, 2,2'-methylenebis(4-methyl-6-tert-butylphenol), 2,2'-methylenebis(4-ethyl-6-tert-butylphenol), 4,4'-thiobis(3-methyl-6-tert-butylphenol), 4-methoxy-1-naphthol, and 4,4'-dialkoxy-2,2'-bi-1-naphthol. Examples of quinone compounds include: hydroquinone, methyl hydroquinone, tert-butyl hydroquinone, p-benzoquinone, methyl-p-benzoquinone, tert-butyl-p-benzoquinone, 2,5-diphenylbenzoquinone, 2-hydroxy-1,4-naphthoquinone, 1,4-naphthoquinone, 2,3-dichloro-1,4-naphthoquinone, anthraquinone, and biphenylquinone. Examples of amine compounds include: p-phenylenediamine, 4-aminodiphenylamine, N,N'-diphenyl-p-phenylenediamine, N-isopropyl-N'-phenyl-p-phenylenediamine, N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine, N,N'-di-2-naphthyl-p-phenylenediamine, diphenylamine, N-phenyl-β-naphthylamine, 4,4'-dicumyl-diphenylamine, and 4,4'-dioctyl-diphenylamine. Examples of thioether compounds include: phenothiazine and distearate thiodipropionate. Examples of nitrosyl compounds include: N-nitrosodiphenylamine, N-nitrosophenylnaphthylamine, N-nitrosodinaphthylamine, p-nitrosophenol, nitrosobenzene, p-nitrosodiphenylamine, α-nitroso-β-naphthol, N,N-dimethyl-p-nitrosoaniline, p-nitrosodiphenylamine, p-nitrosodimethylamine, p-nitroso-N,N-diethylamine, N-nitrosoethanolamine, N-nitrosodi-n-butylamine, N-nitroso-N-n-butyl-4-butanolamine, N-nitroso-diisopropanolamine, N-nitroso-N-ethyl-4-butanolamine, and 5-nitroso-8-hydroxy Quinoline, N-nitrosomorpholine, N-nitroso-N-phenylhydroxyamine ammonium salt, nitrosobenzene, 2,4,6-tri-tert-butylnitrosobenzene, N-nitroso-N-methyl-p-toluenesulfonamide, N-nitroso-N-ethylcarbamate, N-nitroso-N-n-propylcarbamate, 1-nitroso-2-naphthol, 2-nitroso-1-naphthol, 1-nitroso-2-naphthol-3,6-sulfonate sodium salt, 2-nitroso-1-naphthol-4-sulfonate sodium salt, 2-nitroso-5-methylaminophenol hydrochloride, 2-nitroso-5-methylaminophenol hydrochloride, etc. The amount of polymerization inhibitor added is preferably 0.01 to 1.0% by weight relative to the polymerizable composition, more preferably 0.05 to 0.5% by weight.

[0061] Antioxidants: To improve the stability of the polymerizable composition of the present invention, antioxidants are preferably added. Examples of such compounds include hydroquinone derivatives, nitrosamine polymerization inhibitors, hindered phenolic antioxidants, etc. More specifically, examples include tert-butylhydroquinone, methylhydroquinone, "Q-1300" and "Q-1301" manufactured by Wako Pure Chemical Industries, Ltd., and "IRGANOX1010", "IRGANOX1035", "IRGANOX1076", "IRGANOX1098", "IRGANOX1135", "IRGANOX1330", "IRGANOX1425", "IRGANOX1520", "IRGANOX1726", "IRGANOX245", "IRGANOX259", "IRGANOX3114", "IRGANOX3790", "IRGANOX5057", and "IRGANOX565" manufactured by BASF. The amount of antioxidant added is preferably 0.01 to 2.0% by mass relative to the polymerizable liquid crystal composition, more preferably 0.05 to 1.0% by mass.

[0062] Surfactant: In order to reduce film thickness unevenness when forming optical anisotropy, the polymerizable composition of the present invention may contain at least one surfactant. Examples of surfactants that may be contained include: alkyl carboxylates, alkyl phosphates, alkyl sulfonates, fluoroalkyl carboxylates, fluoroalkyl phosphates, fluoroalkyl sulfonates, polyoxyethylene derivatives, fluoroalkyl ethylene oxide derivatives, polyethylene glycol derivatives, alkyl ammonium salts, fluoroalkyl ammonium salts, etc., with fluorinated surfactants being particularly preferred. Specifically, "Megafac F-251", "Megafac F-444", "Megafac F-477", "Megafac F-510", "Megafac F-552", "Megafac F-553", "Megafac F-554", "Megafac F-555", "Megafac F-556", "Megafac F-557", "Megafac F-558", "Megafac F-559", "MegafacF-560", "Megafac F-561", "Megafac F-562", "Megafac F-563", "MegafacF-565", "Megafac F-567", "Megafac F-568", "Megafac F-569", "Megafac F-570", "Megafac F-571", "Megafac R-40", "Megafac R-41", "Megafac R-43", "Megafac R-94", "Megafac RS-72-K", "Megafac RS-75", "Megafac RS-76-E", "Megafac RS-90" (the above are made by DIC Co., Ltd.), "Ftergent 100", "Ftergent 100C", "Ftergent" 110", "Ftergent 150", "Ftergent150CH", "Ftergent A", "Ftergent 100A-K", "Ftergent 501", "Ftergent300", "Ftergent310", "Ftergent 320", "Ftergent 400SW", "FTX-400P", "Ftergent251", "Ftergent215M", "Ftergent 212MH", "Ftergent 250", "Ftergent 222F", "Ftergent"212D", "FTX-218", "FTX-209F", "FTX-213F", "FTX-233F", "Ftergent 245F", "FTX-208G", "FTX-240G", "FTX-206D", "FTX-220D", "FTX-230D", "FTX-240D", "FTX-207S", "FTX-211S", "FTX-220S", "FTX-230S", "FTX-750FM", "FTX-730FM", "FTX-730FL", "FTX-710FS", "FTX-710FM", "FTX-710FL", "FTX-750LL", "FTX-730LS", "FTX-730LM", "FTX-730LL", "FTX-710LL" (manufactured by Noes Co., Ltd. as above), "BYK-300", "BYK-302", "BYK-306", "BYK-307", "BYK-310", "BYK-315", "BYK-320", "BYK-322", "BYK-323", "BYK-325", "BYK-330", "BYK-331", "BYK-333", "BYK-337", "BYK-340", "BYK-344", "BYK-370", "BYK-375", "BYK-377", "BYK-350", "BYK-352", "BYK-354", "BYK-355", "BYK-356", "BYK-358N", "BYK-361N", "BYK-357", "BYK-390", "BYK-392", "BYK-UV3500", "BYK-UV3510", "BYK-UV3570", "BYKSilclean3700" (manufactured by BYK-Chemie Japan Co., Ltd. as above), "TEGO Rad2100", "TEGO Rad2200N", "TEGO Rad2250", "TEGO Rad2300", "TEGORad2500", "TEGO Rad2600", "TEGO Rad2700" (manufactured by Tego Co., Ltd. as above), "N215", "N535", "N605K", "N935" (manufactured by SolvayExamples include those manufactured by Solexis Corporation. The amount of surfactant added is preferably 0.01 to 2% by mass relative to the polymerizable composition, more preferably 0.05 to 0.5% by mass. Furthermore, by using the aforementioned surfactant, when the polymerizable composition of the present invention is formed into an optical anisotropy, the tilt angle of the air interface can be effectively reduced; additionally, by using the aforementioned surfactant, good orientation can be achieved. In particular, it has been demonstrated that when the aforementioned polymerizable haze improver is used in combination with a surfactant, the orientation can be significantly improved through a synergistic effect.

[0063] Chain transfer agent: To improve the adhesion between the polymerizable composition of the present invention and the substrate when forming an optical anisotropy, a chain transfer agent is preferably added. As a chain transfer agent, a thiol compound is preferred, more preferably a monothiol, dithiol, trithiol, or tetrathiol compound, and even more preferably a trithiol compound. The amount of chain transfer agent added is preferably 0.5 to 10% by mass relative to the polymerizable liquid crystal composition, more preferably 1.0 to 5.0% by mass.

[0064] In this invention, the term "substrate" refers to a carrier used to support the polymerizable composition. The substrate used in the optical anisotropy of this invention is not particularly limited to materials commonly used in liquid crystal devices, displays, optical components, and optical films, and which possess the following heat resistance: heat resistance refers to the ability to withstand heating during drying after coating with the polymerizable composition of this invention. Examples of such substrates include organic materials such as glass substrates, metal substrates, ceramic substrates, and plastic substrates. Particularly when the substrate is an organic material, examples include cellulose derivatives, polyolefins, polyesters, polycarbonates, polyacrylates (acrylic resins), polyarylates, polyethersulfones, polyimides, polyphenylene sulfides, polyphenylene ethers, nylon, or polystyrene. Among these, polyesters, polystyrene, polyacrylates, polyolefins, cellulose derivatives, polyarylates, and polycarbonates are preferred plastic substrates, and metals, polyethylene terephthalate (PET), and cellulose derivatives (PVA) are even more preferred. The shape of the substrate can be curved, in addition to being flat. These substrates can have electrode layers, anti-reflective functions, and reflective functions as needed.

[0065] In this invention, "coating" refers to a coating method used to obtain the polymerizable composition of this invention, and can be any known and conventional method such as coater coating, rod coating, spin coating, roller coating, direct gravure coating, reverse gravure coating, flexo coating, inkjet coating, die coating, cap coating, dip coating, slot coating, etc. After coating the polymerizable composition, it is dried as needed.

[0066] In this invention, the term "polymerization" refers to the polymerization operation of the polymerizable composition of this invention. When polymerization is carried out by light irradiation, specifically, it is preferable to irradiate with 369 nm ultraviolet light, which is preferably unpolarized light.

[0067] In this invention, the term "alignment" refers to the treatment of the base film surface by friction or by using a photoaligning agent, so that compound molecules can be better arranged on the base film surface according to a certain pattern.

[0068] In this invention, "room temperature" refers to a temperature range of 15°C to 35°C.

[0069] In this invention, the term "spacer group" refers to an alkyl group having 1-10 carbon atoms, a fluorinated alkyl group having 1-10 carbon atoms, an alkoxy group having 1-10 carbon atoms, a fluorinated alkoxy group having 1-10 carbon atoms, an alkenyl group having 2-10 carbon atoms, a fluorinated alkenyl group having 2-10 carbon atoms, an alkenyl group having 3-8 carbon atoms, or a fluorinated alkenyl group having 3-8 carbon atoms, an alkyne group having 2-10 carbon atoms, a fluorinated alkyne group having 2-10 carbon atoms, an alkyne group having 2-8 carbon atoms, or a fluorinated alkyne group having 3-8 carbon atoms. Furthermore, any one or more unconnected -CH2- groups in the spacer group may be independently and optionally substituted with -O-, -S-, -COO-, or -OOC-.

[0070] In this invention, the term "polymerizable group" refers to methacrylate, acrylate, or ethylene oxide groups. Acrylate or methacrylate groups are further preferred.

[0071] [Polymerizable Composition]

[0072] One aspect of the present invention is a polymerizable composition comprising one or more polymerizable liquid crystal compounds, one or more self-aligning agents, and one or more dichroic dyes;

[0073] The above-mentioned one or more dichroic dyes are compounds represented by Formula I.

[0074] Ⅰ;

[0075] in, It contains at least one structure represented by equation Ia.

[0076] Ⅰa;

[0077] A x1 and A x2 Each can independently represent a divalent aromatic group that may have substituents; for example, both can be independently selected from... , , , or ;

[0078] m represents 0, 1, 2, or 3;

[0079] A1, A2, and A3 each independently represent a divalent aromatic group that can have substituents; for example, each of them can be independently selected from... , , , or ;

[0080] Z1 and Z2 independently represent single bonds, -CH2-, -CH2CH2-, -O-, -CH2O-, -OCH2-, -CO-, -COO-, -OCO-, -OCOO-, and -CR. a =CR b -、-C≡C-、-CR a =N-、-CONR a -、-NR a CO- or -N = N-; R a R b Each can independently represent H or an alkyl group having 1 to 4 carbon atoms;

[0081] B1 and B2 each independently represent an alkyl or cycloalkyl group having 1 to 20 carbon atoms, wherein one or more unconnected -CH2- groups of the alkyl group can be -O-, -S-, or -NR. c - Replace, R c Indicates H or an alkyl group having 1 to 4 carbon atoms;

[0082] T1 and T2 independently represent single bonds, -O-, -S-, -CO-, -COO-, -OCO-, -OCOO-, and -CONR. d -or-NR d CO-, when P2 represents H, T2 represents -NR e -;

[0083] R d R e Each independently represents H or an alkyl group having 1 to 4 carbon atoms, R e The alkyl group indicated can form a ring structure with B1 or B2.

[0084] Preferably, the compound represented by Formula I is selected from the group consisting of compounds represented by Formulas I1 to I74.

[0085] Ⅰ1;

[0086] Ⅰ2；

[0087] Ⅰ3；

[0088] Ⅰ4；

[0089] Ⅰ5；

[0090] Ⅰ6；

[0091] Ⅰ7

[0092] Ⅰ8；

[0093] Ⅰ9；

[0094] Ⅰ10；

[0095] Ⅰ11；

[0096] Ⅰ12；

[0097] Ⅰ13；

[0098] Ⅰ14；

[0099] Ⅰ15；

[0100] Ⅰ16；

[0101] Ⅰ17；

[0102] Ⅰ18；

[0103] Ⅰ19；

[0104] Ⅰ20；

[0105] Ⅰ21；

[0106] Ⅰ22；

[0107] Ⅰ23；

[0108] Ⅰ24；

[0109] Ⅰ25；

[0110] Ⅰ26；

[0111] Ⅰ27；

[0112] Ⅰ28；

[0113] Ⅰ29；

[0114] Ⅰ30；

[0115] Ⅰ31；

[0116] Ⅰ32；

[0117] Ⅰ33；

[0118] Ⅰ34；

[0119] Ⅰ35；

[0120] Ⅰ36；

[0121] Ⅰ37；

[0122] Ⅰ38；

[0123] Ⅰ39；

[0124] Ⅰ40；

[0125] Ⅰ41；

[0126] Ⅰ42；

[0127] Ⅰ43；

[0128] Ⅰ44；

[0129] Ⅰ45；

[0130] Ⅰ46；

[0131] Ⅰ47；

[0132] Ⅰ48；

[0133] Ⅰ49；

[0134] Ⅰ50；

[0135] Ⅰ51；

[0136] Ⅰ52；

[0137] Ⅰ53；

[0138] Ⅰ54；

[0139] Ⅰ55；

[0140] Ⅰ56；

[0141] Ⅰ57；

[0142] Ⅰ58；

[0143] Ⅰ59；

[0144] Ⅰ60；

[0145] Ⅰ61；

[0146] Ⅰ62；

[0147] Ⅰ63；

[0148] Ⅰ64；

[0149] Ⅰ65；

[0150] Ⅰ66；

[0151] Ⅰ67；

[0152] Ⅰ68；

[0153] Ⅰ69；

[0154] Ⅰ70；

[0155] Ⅰ71；

[0156] Ⅰ72;

[0157] Ⅰ73;

[0158] Ⅰ74.

[0159] More preferably, the compound shown in Formula I is selected from the group consisting of the compounds shown in Formulas I1 to I8, I37 to I42, I58 to I63, and I68 to I73.

[0160] Preferably, the self-aligning agent is a compound represented by Formula II.

[0161] II;

[0162] in,

[0163] R0 represents an alkyl group having 1 to 10 carbon atoms, a fluorinated alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorinated alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorinated alkenyl group having 2 to 10 carbon atoms, an alkenyl group having 3 to 8 carbon atoms, or a fluorinated alkenyl group having 3 to 8 carbon atoms. Any one or more unconnected -CH2- groups in R0 may be substituted with cyclopentylene, cyclobutylene, or cyclopropylene, and any one or more unconnected -CH2- groups may be substituted with -O-.

[0164] q represents 1 or 2;

[0165] L1, L2, L3, and L4 each independently represent F, Cl, H, an alkyl group with 1-10 carbon atoms, a fluorinated alkyl group with 1-10 carbon atoms, an alkoxy group with 1-10 carbon atoms, a fluorinated alkoxy group with 1-10 carbon atoms, an alkenyl group with 2-10 carbon atoms, a fluorinated alkenyl group with 2-10 carbon atoms, an alkenyl group with 3-8 carbon atoms, or an alkenyl group with 3-8 carbon atoms, and any one or more of -CH2- can be substituted with cyclopentylene, cyclobutylene, or cyclopropylene.

[0166] n1 and n2 each independently represent 0, 1, 2, 3 or 4; n3 and n4 each independently represent 0, 1 or 2;

[0167] X1 and X2 independently represent H, Or an alkyl group having 1-10 carbon atoms; any one or more unconnected -CH2- groups in the alkyl group may be optionally substituted with -O-, cyclopentylene, cyclobutylene, or cyclopropylene; at least one of X1 and X2 represents ;

[0168] P3 and P4 each independently represent H or polymerizable groups, while Sp, Sp3, and Sp4 each independently represent single bonds or spacer groups.

[0169] This indicates a fused ring, spiro ring, bridged ring, cyclohexene, cyclohexenyl, oxohexyl, or phenylene; when q represents 2... They can be the same or different. For example: Optional , , , or .

[0170] Preferably, the compound represented by Formula II is selected from the group consisting of compounds represented by Formula II1 to Formula II35.

[0171] II1; II2;

[0172] II3; II4;

[0173] II5; II6;

[0174] II7; II8;

[0175] II9; II10;

[0176] II11; II12;

[0177] II13; II14;

[0178] II15; II16;

[0179] II17; II18;

[0180] II19; II20;

[0181] II21; II22;

[0182] II23; II24

[0183] II25; II26; II27;

[0184] II28; II29; II30; II31;

[0185] II32; II33; II34; II35.

[0186] Preferably, the polymerizable liquid crystal compound is a polymerizable smectic B-phase liquid crystal compound.

[0187] Preferably, the polymerizable smectic B-phase liquid crystal compound is the compound shown in Formula III.

[0188] III;

[0189] in:

[0190] A4 and A5 each independently represent a divalent aromatic group or a divalent alicyclic hydrocarbon group, wherein the hydrogen atom contained in the divalent aromatic group or divalent alicyclic hydrocarbon group can be substituted by a halogen atom, an alkyl group with 1 to 4 carbon atoms, a fluoroalkyl group with 1 to 4 carbon atoms, an alkoxy group with 1 to 4 carbon atoms, a cyano group or a nitro group, and the carbon atom in the divalent aromatic group or divalent alicyclic hydrocarbon group can be substituted by an oxygen atom, a sulfur atom or a nitrogen atom; at least one of A4 and A5 represents 1,4-phenylene or 1,4-cyclohexane that can have substituents;

[0191] Z3 represents a single bond or a divalent linker independently;

[0192] n can be 1, 2 or 3. When n is 2 or 3, A4 and Z3 can be the same or different.

[0193] P5 and P6 each independently represent H or a polymerizable group, and at least one of P5 and P6 represents a polymerizable group;

[0194] Sp5 and Sp6 each independently represent single bonds or spacer groups;

[0195] T3 and T4 each independently represent alkylene groups having 1 to 20 carbon atoms that may have substituents, wherein one or more unconnected -CH2- groups of the alkylene group may be replaced by -O-, -CO-, -S- or -NH-.

[0196] Preferably, the compound represented by formula III is selected from the group consisting of compounds represented by formulas III1 to III30.

[0197] Ⅲ1;

[0198] Ⅲ2;

[0199] Ⅲ3;

[0200] Ⅲ4;

[0201] Ⅲ5;

[0202] Ⅲ6;

[0203] Ⅲ7;

[0204] Ⅲ8;

[0205] Ⅲ9;

[0206] Ⅲ10;

[0207] Ⅲ11;

[0208] Ⅲ12;

[0209] Ⅲ13;

[0210] Ⅲ14;

[0211] Ⅲ15;

[0212] Ⅲ16;

[0213] Ⅲ17;

[0214] Ⅲ18;

[0215] Ⅲ19;

[0216] Ⅲ20;

[0217] Ⅲ21;

[0218] Ⅲ22;

[0219] Ⅲ23;

[0220] Ⅲ24;

[0221] Ⅲ25;

[0222] Ⅲ26;

[0223] Ⅲ27;

[0224] Ⅲ28;

[0225] Ⅲ29;

[0226] Ⅲ30.

[0227] More preferably, the compound represented by Formula III is specifically selected from the group consisting of compounds represented by Formulas III2 to III8, III13 to III17, III27, and III29. One or more compounds may be selected.

[0228] The polymerizable composition of the present invention further includes one or more UV curing agents, which can initiate and promote the cross-linking and curing of the polymerizable liquid crystal compound under the action of the initiator.

[0229] The polymerizable composition of the present invention further includes one or more initiators, including photopolymerization initiators and thermal polymerization initiators, which account for 1% to 10% by mass percentage in the polymerizable composition, preferably 3% to 7%.

[0230] The polymerizable composition of the present invention comprises, by mass percentage, 3% to 15% of the compound represented by Formula I, preferably 5% to 10%.

[0231] The polymerizable composition of the present invention, wherein the compound represented by Formula II above accounts for 2% to 10% by mass percentage in the polymerizable composition, preferably 3% to 8%.

[0232] The polymerizable composition of the present invention comprises, by mass percentage, 60% to 90% of the compound shown in Formula III, preferably 70% to 85%.

[0233] The polymerizable composition of the present invention may further include one or more additives, the addition of which depends on the formulation and does not require the addition of all additives.

[0234] Preferably, the above-mentioned additive is one or more surfactants, chain transfer agents, sensitizers, UV inhibitors, polymerization inhibitors, or antioxidants.

[0235] [Polarizing film]

[0236] A second aspect of the present invention is a polarizing film polymerized from a polymerizable composition comprising the above-described material.

[0237] Preferably, the transmittance of the polarizing film is 30% or more, the polarization degree is 99% or more, and the thickness of the polarizing film is 1 to 5 micrometers.

[0238] More preferably, the polarizing film thickness is 2-4 micrometers.

[0239] The polarizing film provided by this invention has high transmittance and high polarization degree. In particular, while achieving the same polarization degree level, it can effectively reduce the amount of dichroic dye added, thereby reducing the production cost of coated polarizing films. Simultaneously, the reduction in dichroic dye further increases the transmittance of the polarizing film, which has a positive effect on reducing energy consumption in display elements or displays using the aforementioned polarizing film.

[0240] [Preparation method of polarizing film]

[0241] A third aspect of the present invention provides a method for preparing the above-mentioned polarizing film, as follows:

[0242] First, the above-mentioned polymerizable composition is incorporated into a solvent to form a polymerizable composition solution;

[0243] Then, the above polymerizable composition solution is coated onto a substrate having an alignment layer to form a polymerizable composition solution layer;

[0244] Secondly, the polymerizable composition solution layer is heated and dried in an oven, and the dried polymerizable composition solution layer is cooled to room temperature to form a dry film on the alignment layer.

[0245] Finally, the dried film is irradiated with an ultraviolet irradiation device to polymerize the polymerizable liquid crystal compound contained in the dried film while it remains in a liquid crystal state, thereby forming a polarizing film.

[0246] Preferably, the substrate is a substrate having a horizontal alignment layer.

[0247] Preferably, the polymerizable composition solution layer is dried in an oven at 100°C to 120°C for 1 to 3 minutes.

[0248] Preferably, the polymerizable composition solution is coated using a TQC4400 coating machine.

[0249] The present invention provides a method for preparing polarizing film that is simple, easy to implement, low in production cost, and high in production efficiency, and can achieve large-scale production.

[0250] [Display element or display]

[0251] A fourth aspect of the present invention is a display element comprising the above-described polymerizable composition or the above-described phase polarizing film, wherein the display element is an active matrix display element or a passive matrix display element.

[0252] A fifth aspect of the present invention is a display comprising the above-described polymerizable composition or comprising the above-described polarizing film, wherein the display is an active matrix display or a passive matrix display.

[0253] Preferably, the aforementioned active matrix display element or display is an active matrix addressing liquid crystal display element or liquid crystal display.

[0254] Preferably, the aforementioned passive matrix display element or display is an OLED display element or an OLED display.

[0255] The method for manufacturing the display element or display of the present invention can be as follows: First, the above-mentioned polymerizable composition solution is coated onto a display device and dried as needed. Then, the polymerizable composition is photopolymerized by ultraviolet light irradiation. The polarizing film formed by the above-mentioned polymerizable composition can replace the conventional stretched polarizing film. This effectively reduces the thickness of the display element or display device, provides higher transmittance and higher polarization, and simplifies the manufacturing process of the liquid crystal display element or liquid crystal display, thereby improving production efficiency and reducing production costs.

[0256] Example

[0257] To more clearly illustrate the present invention, the following description, in conjunction with preferred embodiments, further clarifies the invention. Those skilled in the art should understand that the specific descriptions below are illustrative rather than restrictive, and should not be construed as limiting the scope of protection of the present invention.

[0258] Unless otherwise specified, the preparation methods mentioned in this invention are conventional methods, and the raw materials used are all available from publicly available commercial sources unless otherwise specified. Percentages refer to mass percentages, and temperatures are in degrees Celsius (°C). The specific meanings of other symbols and test conditions are as follows:

[0259] Polarization degree and transmittance test:

[0260] Using a spectrophotometer with a polarizer (Shimadzu Corporation UV-3150), the transmittance along the transmission axis was measured in the wavelength range of 380 nm to 780 nm using the double-beam method. Yes) and transmittance along the absorption axis ( Tb On the reference side of the folder, a mesh that blocks 50% of the light is set. Using the following formulas (Formula 1) and (Formula 2), the transmittance and degree of polarization at each wavelength are calculated. Then, using the 2-degree field of view (C light source) of JISZ 8701, visibility correction is performed, and the visibility-corrected transmittance is calculated. You ) and visibility-corrected polarization ( Py ).

[0261] Transmission rate You (%) = ( Yes + Tb ) / 2(Formula 1);

[0262] polarization degree Py (%) = ( Yes - Tb ) / ( Yes + Tb )×100(Formula 2);

[0263] As a preferred embodiment, the compounds shown in Formula I, Formula II, and Formula III are preferably the compounds shown below.

[0264] Ⅰ2;

[0265] Ⅰ73;

[0266] Ⅰ74;

[0267] Formulas I2, I73, and I74 are combined in a mass ratio of 1:1:1 to form a mixed dye, designated H1.

[0268] II13;

[0269] II29;

[0270] II35;

[0271] Ⅲ6;

[0272] Ⅲ9;

[0273] Ⅲ27;

[0274] Ⅲ29.

[0275] Among them, Formulas III27 and III29 are combined in a mass ratio of 2:1 to form a mixed dye, designated as H2.

[0276] Polymerization initiator: 2-Dimethylamino-2-benzyl-1-(4-morpholinophenyl)butane-1-one (Irgacure 369; manufactured by Ciba Specialty Chemicals, Inc.):

[0277] Leveling agent: Polyacrylate compound (BYK-361N; manufactured by BYK-Chemie):

[0278] Prepare polymerizable composition solutions and polarizing films according to the composition and content in Tables 1-9.

[0279] The preparation method of the polymerizable composition solution is as follows:

[0280] Weigh each component according to the amounts shown in Tables 1-9 and place them in a brown bottle. Add solvent and stir on a magnetic stirrer for 1 hour until the mixture is homogeneous to obtain a polymerizable composition solution.

[0281] The preparation method of the polarizing film is as follows:

[0282] First, prepare a polymerizable composition solution according to the method described above;

[0283] Then, the above polymerizable composition solution is coated onto a PI substrate with a horizontally oriented layer using a TQC4400 at a speed of 20 mm / s to form a polymerizable composition solution layer;

[0284] Next, the substrate coated with the polymerizable composition solution layer is placed in an oven at 120°C and dried for 1 minute to form a dry film;

[0285] Finally, at room temperature, a wavelength of 365 nm and an irradiance of 30 Mw / cm were used. 2 The above-mentioned dry film is cured by ultraviolet light for 40 seconds to form a polarizing film.

[0286] The polarization degree and transmittance performance of the prepared polarizing film were tested.

[0287] Table 1. Composition and content of polymerizable compositions in the examples and comparative examples

[0288]

[0289] Table 2. Composition and content of polymerizable compositions in the examples and comparative examples

[0290]

[0291] Table 3. Composition and content of polymerizable compositions in the examples and comparative examples

[0292]

[0293] Table 4. Composition and content of polymerizable compositions in the examples and comparative examples

[0294]

[0295] Table 5. Composition and content of polymerizable compositions in the examples and comparative examples

[0296]

[0297] Table 6. Composition and content of polymerizable compositions in the examples and comparative examples

[0298]

[0299] Table 7. Composition and content of polymerizable compositions in the examples and comparative examples

[0300]

[0301] Table 8. Composition and content of polymerizable compositions in the examples and comparative examples

[0302]

[0303] Table 9. Composition and content of polymerizable compositions in the examples and comparative examples

[0304]

[0305] Table 10 Transmittance and Polarization Degree of Polarizing Film

[0306]

[0307] Table 11 provides test data on transmittance and polarization degree of polarizing films in Examples 1-20 and Comparative Examples 1-11 after high-temperature and high-humidity aging tests. High-temperature and high-humidity aging test conditions: The polarizing films were placed in an oven at 85°C and 85% humidity for 120 hours.

[0308] Table 11 Transmittance and polarization degree before and after aging at high temperature (85℃) and high humidity (85%).

[0309]

[0310] A comparison of the polarizing film test data provided in Examples 1-20 and Comparative Examples 1-11 shows that the polarizing film provided by the present invention has high transmittance and high polarization degree, but the polarization degree changes significantly after high temperature and high humidity aging.

[0311] Obviously, the above embodiments of the present invention are merely examples for clearly illustrating the present invention, and are not intended to limit the implementation of the present invention. For those skilled in the art, other variations or modifications can be made based on the above description. It is impossible to exhaustively list all the implementation methods here. All obvious variations or modifications derived from the technical solutions of the present invention are still within the protection scope of the present invention.

Claims

1. A polymerizable composition characterized in that, The polymerizable composition consists of 60% to 90% by mass of one or more polymerizable liquid crystal compounds, 2% to 10% by mass of one or more self-alignment agents, and 3% to 15% by mass of one or more dichroic dyes; The one or more dichroic dyes are selected from the group consisting of compounds represented by Formulae I1 to I74, Ⅰ2； Ⅰ4； Ⅰ5； Ⅰ6； Ⅰ7 Ⅰ8； Ⅰ9； Ⅰ10； Ⅰ11； Ⅰ12； Ⅰ13； Ⅰ14； Ⅰ15； Ⅰ16； Ⅰ17； Ⅰ18； Ⅰ19； Ⅰ20； Ⅰ21； Ⅰ22； Ⅰ23； Ⅰ24； Ⅰ25； Ⅰ26； Ⅰ27； Ⅰ28； Ⅰ29； Ⅰ30； Ⅰ31； Ⅰ32； Ⅰ33； Ⅰ34； Ⅰ35； Ⅰ36； Ⅰ73； Ⅰ74； The self-alignment agent is a compound represented by Formula II, Ⅱ； wherein: R0 represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms, or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms, and any one of the groups represented by R0 or a plurality of -CH2- not connected to each other is optionally substituted with cyclopentylidene, cyclobutylidene, or cyclopropylidene, and any one of -CH2- or a plurality of -CH2- not connected to each other can be substituted with -O-; q represents 1; L1, L2, L3, L4 each independently represent F, Cl, H, an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms, or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms, and any one of -CH2- or a plurality of -CH2- can be substituted with cyclopentylidene, cyclobutylidene, or cyclopropylidene; n1, n2 each independently represent 0, 1, 2, 3, or 4; n3, n4 each independently represent 0, 1, or 2; X1 and X2 independently represent H, Or an alkyl group having 1-10 carbon atoms; any one or more unconnected -CH2- groups in the alkyl group may be optionally substituted with -O-, cyclopentylene, cyclobutylene, or cyclopropylene; at least one of X1 and X2 represents ; P3, P4 each independently represent H or a polymerizable group, and Sp, Sp3, Sp4 each independently represent a single bond or a spacer; represents cyclohexylidene, cyclohexenylidene, oxacyclohexylidene or phenylene; The polymerizable liquid crystal compound is a polymerizable smectic B phase liquid crystal compound; The polymerizable smectic B phase liquid crystal compound is a compound represented by Formula III, Ⅲ； wherein: A4, A5 each independently represent a divalent aromatic group or a divalent alicyclic hydrocarbon group, a hydrogen atom included in the divalent aromatic group or the divalent alicyclic hydrocarbon group can be substituted with a halogen atom, an alkyl group having 1 to 4 carbon atoms, a fluoroalkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, a cyano group, or a nitro group, and a carbon atom in the divalent aromatic group or the divalent alicyclic hydrocarbon group can be substituted with an oxygen atom, a sulfur atom, or a nitrogen atom; at least one of A4 and A5 represents 1,4-phenylene or 1,4-cyclohexane; Z3 represents a single bond; n is 1, 2, or 3, and when n is 2 or 3, A4 and Z3 can be the same or different; P5, P6 each independently represent H or a polymerizable group, and at least one of P5 and P6 represents a polymerizable group; Sp5, Sp6 each independently represent a single bond or a spacer; T3, T4 each independently represent an alkylene group having 1 to 20 carbon atoms, and one or a plurality of -CH2- in the alkylene group can be substituted with -O-, -CO-, -S-, or -NH-.

2. The polymerizable composition according to claim 1, characterized in that, The polymerizable composition further includes one or more initiators, including a photopolymerization initiator and / or a thermal polymerization initiator.

3. A polarizing film characterized by comprising: The polarizing film is polymerized from the polymerizable composition according to any one of claims 1 to 2.

4. The polarizing film according to claim 3, characterized by The polarizing film has a transmittance of 30% or more and a polarizing degree of 99% or more, and a thickness of 1 to 5 micrometers.

5. A method for producing a polarizing film, characterized by The method includes the following steps: The polymerizable composition according to any one of claims 1 to 2 is dissolved in a solvent to form a polymerizable composition solution; The polymerizable composition solution is coated onto a substrate having an alignment layer to form a polymerizable composition solution layer; The polymerizable composition solution layer is subjected to heat drying, and the dried polymerizable composition solution layer is cooled to room temperature to form a dried film on the alignment layer; The dried film is irradiated using a UV irradiation device to form a polarizing film.

6. A display element characterized by comprising: The display element contains the polymerizable composition according to any one of claims 1 to 2 or the polarizing film according to any one of claims 3 to 4, and is an active matrix display element or a passive matrix display element.

7. A display, characterized by The display contains the polymerizable composition according to any one of claims 1 to 2 or the polarizing film according to any one of claims 3 to 4, and is an active matrix display or a passive matrix display.

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