TW201015127A - Polarizing plate and its production method - Google Patents

Abstract

This invention provides a polarizing plate having a polarizing film, a first coating layer and a second coating layer disposed in this order on at least one surface of the polarizing film. The polarizing film is a polyvinyl alcohol based resin film on which a dichromatic dyestuff is adsorbed and oriented. The first coating layer is made of a cured material of a first curable composition comprising an epoxy based compound, a cationic polymizable (meth) acryl based compound, and a cationic photo initiator, while the second coating layer is made of a cured material of a second curable composition comprising a (meth) acryl based compound and a radical photo initiator. This invention also provides a method for producing the polarizing plate, and an optical member and a liquid crystal display device using this polarizing plate.

Description

201015127 VI. Description of the Invention: [Technical Field] The present invention relates to a polarizing film which is formed by a thin sigh of polyethylene resin and a dichroic dye (4) ^ ° dyestuff in a (adsorption orientation) A polarizing plate having a protective layer or a double method. Further, the present invention relates to an optical and display device using the polarizing plate. The polarizing plate is used as an optics for constituting a liquid crystal display device. Conventionally, a polarizing plate is used for a polarizing thin film: a useful surface is formed of a water-based adhesive or the like, and a transparent resin thin film is used to form two surfaces or a double layer. In the case of such a transparent resin film, since it is excellent in optical compliance and moisture permeability, a triethylenesulfonated cellulose film (ta^ or film) is often used. The polarizing plate is interposed with other optical hybrid layers as needed. It is assembled in a liquid crystal display device with an adhesive attached to a liquid crystal cell (1). In recent years, with liquid crystal display devices in notebook PCs, mobile phones, and car guides In the case of a portable device such as a portable device, the polarizing plate constituting the liquid crystal display device is gradually required to be thin and lightweight, and high in durability (high mechanical strength). Moreover, in the case of a liquid crystal display device for portable use, it is desired It can still be used under damp heat. The polarizing plate used for this is also required to have high heat and humidity resistance. However, in the past, if the polarizing plate is exposed to high temperature for a long period of time, especially at high humidity and high temperature, the polarizing performance is lowered or polarized. The problem of film shrinkage 321482 3 201015127 is therefore a protective layer which is laminated on the polarizing film, and in addition to being thin and lightweight, it is required to increase the hardness to improve the mechanical strength and suppress the shrinkage of the polarizing film (shrinkage inhibition force). In the case of a polarizing plate in which a TAC film is bonded as a protective layer, it is difficult to reduce the thickness of the protective layer from the viewpoint of handling property and durability at the time of work, so that it is limited in thickness and weight. The technique of the problem is disclosed, for example, in the publication of Japanese Patent Publication No. 2000-199819 (Patent Document No.) A technique of coating a resin solution on one side or both sides of a polarizing film made of a molecule to form a transparent film layer. Further, in Japanese Laid-Open Patent Publication No. Hei. No. 2-185842 (Patent Document 2), An energy ray-curable composition containing an energy ray polymerizable compound having a dicyclopentanyl group or a dicycl〇pentenyl residue or the like is cured to form a protective film on the polarizing film. Japanese Laid-Open Patent Publication No. 2004-245924 (Patent Document 3) discloses a polarizing plate having a protective film containing an epoxy resin as a main component on at least one side of a polarizing film. Further, Japanese Patent Publication No. 2005-92112 (Patent Document 4) discloses a method of protecting a cured product of a curable composition on at least one side of a 偏 polarizing plate. SUMMARY OF THE INVENTION An object of the present invention is to provide a polarizing plate which is thin and lightweight and which has been modified to have a hardness of a protective layer while maintaining good adhesion between a polarizing film and a protective layer. Further, another object of the present invention is to provide an optical member and a liquid crystal display device using the polarizing plate. 321482 4 201015127 The polarizing plate of the present invention is characterized in that at least one side of a polarizing film which is formed by adsorbing a dichroic dye by a polyvinyl alcohol-based resin film is provided with a first coating according to the &quot; And a second coating layer, wherein the first coating layer contains (?) an oxime compound having at least one epoxy group in the molecule (hereinafter, simply referred to as "epoxy compound" ()) a cationically polymerizable (meth)acrylic compound having at least one cationically polymerizable group and at least one (meth)acryloxyloxy group in the molecule (hereinafter, simply referred to as "cationic polymerization property" (meth)acrylic compound (B)"), and (c) photo-cation initiator (cationic ph〇t〇p〇iymerizati〇n initiator) (hereinafter referred to as "photocationic polymerization initiator ((:)") a cured product of the first curable composition, wherein the second coating layer contains a (fluorenyl)acrylic compound having at least one (fluorenyl) acryloxy group in the molecule and a photo radical t-initiator (radical photopolymerization i The cationically polymerizable (meth)acrylic ruthenium compound (B) of the polarizing plate of the present invention preferably has an epoxy group as a cationically polymerizable group. The first curable composition in the polarizing plate of the present invention preferably contains the cationically polymerizable (meth)acrylic compound in an amount of 1 part by weight based on the total amount of the active energy ray-curable compound contained therein. (B) 5 to 70 parts by weight. In the polarizing plate of the present invention, preferably, the first curable composition further contains an oxetane-based compound. The second hardening in the polarizing plate of the present invention The composition may further contain fine particles. 5 321482 201015127 The first coating layer in the polarizing plate of the present invention preferably has a thickness of 5 // m or less. Further, the second in the polarizing plate of the present invention The coating layer preferably has a thickness of 6 to 35 // m. The present invention further provides an optical member comprising the above-described laminate of the polarizing plate and the optical functional layer of the present invention. The present invention also provides a liquid crystal. Display device The polarizing plate of the present invention described above or the optical member of the present invention described above is disposed on one or both sides of the liquid crystal cell. The present invention also provides a method for manufacturing a polarizing plate, which is a method of manufacturing a polarizing plate by sequentially forming at least one surface of the polarizing film in which a dichroic dye is formed by a polyvinyl alcohol-based resin film, and sequentially forming a first coating layer and a second coating layer. The method is characterized in that the epoxy resin compound (A), the cationic polymerizable (fluorenyl) acrylic compound (B), and the photocationic polymerization initiator (C) are formed on at least one side of the polarizing film. a first coating layer forming step of the coating layer of the first hardenable composition; irradiating the obtained first coating layer with an active energy ray to cause cationic polymerization hardening of the first coating layer by cationic polymerization hardening a step of forming a (meth)acrylic compound having at least one (fluorenyl) acryloxy group in the molecule and causing photoradical polymerization initiation on the obtained cationically polymerized hardened layer a second coating layer forming step of the coating layer of the second hardenable composition; and irradiating the layered material of the obtained second coating layer and the cationic polymerization hardening layer with an active energy ray to simultaneously carry out radical polymerization Hardening radical polymerization hardening step. 6 321482 201015127 According to the present invention, when compared with the conventional TAC film or the like, since the thickness of the protective layer can be reduced, thinness and weight reduction can be achieved, and adhesion between the polarizing film and the protective layer can be provided. Also a good polarizer. Furthermore, since the polarizing plate of the present invention can improve the hardness of the protective layer, the mechanical strength can be improved, and even if the thickness of the protective layer is made thinner than the conventional one, the high temperature and high humidity can be effectively suppressed. The shrinkage of the polarizing film underneath. The polarizing plate of the present invention and the optical member using the polarizing plate can be suitably used for, for example, a liquid crystal display device for portable use. [Embodiment] <Polarizing Plate> The polarizing plate of the present invention has a structure in which one or both sides of a polarizing film in which a dichroic dye is adsorbed by a polyvinyl alcohol-based resin film is laminated in this order. A first coating layer and a second coating layer formed of a cured product of the curable composition. Hereinafter, the polarizing plate of the present invention will be described in detail. Q (polarized film) The polarizing film used in the present invention is a polyvinyl alcohol-based resin, and specifically, a uniaxially stretched polyvinyl alcohol-based resin film is adsorbed and oriented with a dichroic dye. By. The polyvinyl alcohol-based resin constituting the polarizing film is obtained by saponifying a polyvinyl acetate-based resin. In the case of the polyvinyl acetate-based resin, in addition to the polyvinyl acetate which is a separate polymer of vinyl acetate, a copolymer of vinyl acetate and another monomer copolymerizable therewith can be exemplified. It can be copolymerized with vinyl acetate. 7 321482 201015127 Other monomers can be fresh: read and destroy, (four) and two _ 'smoke, ethyl, etc. The degree of saponification of the polyvinyl alcohol-based resin is usually from 85 to 1 mol%, preferably from about 98 to (10) mol%. Polyvinyl alcohol resin can be modified again. For example, it can also be used to modify the P〇lyvinyl formal or the polyethylene shrinking path (_ν(四)咖(1) ^'' polyvinyl alcohol The degree of polymerization of the resin is usually from about 10,000 to about 10,000. It is preferably used as a raw material phase of a polarizing film. The method of forming a film by using an alcohol resin is not limited to a method of forming a film of a raw material, and the film thickness of the proembryonic phase formed by the polyethylene glycol resin is not particularly limited, and is, for example, Μ to (10) (4) The left polarizing film is usually produced by the steps of: stretching the original embryo made of the above-mentioned polyvinyl alcohol-based resin into a single material, and dyeing the polyvinyl alcohol-based resin film with a one-color pigment to make straight a step of adsorbing the dichroic dye, using a sensible aqueous solution to treat the adsorption; a coloring pigment of the poly brix resin (4), and a step of washing after the treatment. The uniaxial stretching can be performed before the dyeing using the dichroic dye Implementation can also be carried out simultaneously with the dyeing It can also be carried out after the dyeing. If uniaxial stretching is carried out after dyeing with dichroic dye, the uniaxial (4) can be carried out before the acid removal treatment, or can be carried out in the Wei treatment. X, can also be used for this. Single-stage extension is implemented in multiple stages. # When implementing single-axis extension, it can be used at a peripheral speed of 321482 8 201015127

Different rolls extend in the direction of the I axis. Further, it is also possible to use a heat transfer to the rabbit, or a dry extension such as stretching in the atmosphere of b using a solvent. The stretching ratio is usually about ‘a to 8 times as long as the extended thirst.

When the dichroic color I is used, for example, it may be a polylactic acid in an aqueous solution of dyed quercetin of a resin film. Sexual color, long-term, and double-color (dichroic dye). Before the μμ pigment is dyed by a hard or dichroic dye, it is preferably applied to the water-fat film, and when the dye is used as a dichroic dye, the dyed polyvinyl alcohol-based resin film is used. . In the aqueous solution of the aqueous solution, the amount of the mixture is from 0.01 to 0.5 parts by weight, and the amount of the liquid is from 100 to 100 parts by weight of 100 parts by weight of 0.5 to 10 parts of moth. Water by weight. The dyeing used is too, and the six ❹ is usually 20 to the batch, and the water meter is usually 30 to 300 seconds. Door (wood color time) On the other hand, the use of dichroic dyes as a dichroic method is generally carried out by using a polyethylene Xue system and a wood color η in a water-soluble mash. The dichroic dye content in the aqueous dye solution is usually 1) &lt; 10-3 to 1 x 10 2 parts by weight relative to 100 parts by weight of water. The aqueous dye solution may contain an inorganic salt such as sodium sulphate as a dyeing assistant. The temperature of the dye aqueous solution is usually 2 〇 to the other. c, Again, the impregnation time (dyeing time) in the aqueous dye solution is up to 300 seconds. ^ 30 321482 9 201015127 The boric acid treatment after dyeing with a dichroic dye is carried out by impregnating a dyed polyvinyl alcohol resin film into an aqueous solution containing boric acid. The boric acid content in the aqueous solution containing boric acid is usually 2 to 15 parts by weight, preferably 5 to 12 parts by weight, based on 100 parts by weight of the water. When iodine is used as the dichroic dye, the aqueous solution containing boric acid preferably contains potassium moth. The potassium telluride content in the aqueous solution containing boric acid is usually 2 to 20 parts by weight, preferably 5 to 15 parts by weight, per 100 parts by weight of water. The impregnation time in the aqueous solution containing boric acid is usually from 100 to 1200 seconds, preferably from 150 to 600 seconds, more preferably from 200 to 400 seconds. The temperature of the aqueous solution containing boric acid is usually 50 ° C or higher, preferably 50 to 85. . . The boric acid-treated polyvinyl alcohol-based resin film is usually subjected to a water washing treatment. The water washing treatment is carried out, for example, by impregnating a boric acid-treated polyvinyl alcohol-based resin film in water. The temperature of the water during the water washing treatment is usually 5 to 40 ° C, and the impregnation time is 2 to 120 seconds. After washing with water, drying treatment was carried out to obtain a polarizing film. The drying treatment can be carried out using a hot air dryer or a far-infrared ray heater. The drying temperature is usually from 40 to 100 °C. The drying time is usually from 120 to 600 seconds. In the above manner, a polarizing film obtained by adsorbing a dichroic dye by a uniaxially stretched polyvinyl alcohol-based resin film can be produced. The thickness of the polarizing film can be made 5 to 40/zm. In the present invention, at least one side of a polarizing film in which a dichroic dye is adsorbed by a polyvinyl alcohol-based resin is provided, and a first coating layer and a 10th 321482 201015127 second coating are sequentially applied to form a two-layer coating. Coated polarizer. The first ruthenium coating layer contains a cured product of an epoxy compound (Α), a cationically polymerizable (meth) propylene 3 compound (Β), and a photohardening polymerization initiator (c). Further, the second coating layer contains a cured product of a (sulfenyl)acrylic compound having at least one (meth)acryloxy group in the molecule and a second curable composition of a photoradical polymerization initiator. Here, the first coating layer and the second coating layer are formed on the surface of the polarizing film and the side layer on which the first coating layer and the second coating layer are laminated: the same (4) It is an active energy ray-curable resin composition. , ^^ The first layer and the second layer. , C first coating layer) 涂覆 coating; medium coating means that the two layers formed on at least one side of the polarizing film are formed of a hardened material of the polarizing thin 2-curing group, and the second coating described later [One line plays the role of polarizing _ (1) Epoxy two:: role. Chemical composition:: two: order 'by making the first coating layer

The light film and the second coating = epoxy compound (1)' can be made into iH mechanical strength, good adhesion, and transparency and phase coating. Excellent in ^=, water mash, etc. (4) Long-term performance high-grade matter refers to an epoxy system having at least one epoxy group in the molecule... (for example, ultraviolet ray can be seen as an epoxy group) and can be due to active energy scales. The sound of the hardened compound, Μ1 ray, xenon ray, etc., is preferably at least 2 epoxy groups in the molecule 4 321 482 11 201015127. The epoxy compound (A) is not particularly limited, and examples thereof include an aromatic epoxy compound, a hydrogenated epoxy compound, an alicyclic epoxy compound, and an epoxy group having an aliphatic epoxy group. Compounds, etc. The aromatic epoxy compound may, for example, be a bis-glycidyl ether of bisphenol A, a diglycidyl ether of bisphenol F or a diglycidyl ether of bisphenol S; Phenolic novolac epoxy resin, nonylphenol novolak epoxy resin, novolac type epoxy resin such as hydroxybenzene quinone phenol novolac epoxy resin; tetrahydroxyphenyl decane® glycidyl ether A polyfunctional epoxy resin such as a glycidyl ether of tetrahydroxydibenzophenone or an epoxidized polyvinylphenol. The hydrogenated epoxy compound can be obtained by selectively subjecting the aromatic epoxy compound to a hydrogenation reaction under pressure in the presence of a catalyst. Among them, the hydrogenated epoxy compound is preferably a diglycidyl ether of hydrogenated bisphenol A. The alicyclic epoxy compound means a compound having one or more epoxy groups bonded to an alicyclic ring. Further, the epoxy group bonded to the alicyclic ring has a structure represented by the following formula (1). In the formula, m is an integer of 2 to 5.

Therefore, the alicyclic epoxy compound is a compound having one or more structures represented by the above formula (1), and preferably has a total of two or more epoxy groups in the molecule. More specifically, a compound in the form of one or a plurality of ruthenium in the (CH2)m in the above formula (1) is bonded to another chemically constructed compound of 12 321 482 201015127 to form an alicyclic ring. Epoxy compound. One or a plurality of hydrogens in (CH2)· in the above formula (1) may be appropriately substituted with a linear alkyl group such as a methyl group or an ethyl group. Among the alicyclic epoxy compounds, there are an oxabicyclohexane ring (in the above formula (1), m = 3) or an oxabicycloheptane ring (in the above formula (1), m = 4) The epoxy compound is suitable for use because it has a high modulus of elasticity and excellent adhesion to a polarizing film. In the alicyclic epoxy compound, at least one epoxy group may be bonded to the alicyclic ring, and the remaining epoxy group may not be bonded to the alicyclic ring, but preferably has an anthracene. 2 epoxy groups, and these epoxy groups are all bonded to the alicyclic ring. Hereinafter, the structure of the alicyclic epoxy compound which is suitably used in the present invention will be specifically described, but is not limited thereto. (a) Epoxycyclohexanecarboxylic acid epoxycyclohexylmethyl ester represented by the following formula (2): 〇8 < &gt; (2) (wherein 1 and R2 each independently represent a ruthenium atom or a carbon number 1 to 5 linear alkyl groups). (b) an epoxycyclohexane carboxylate of an alkanediol represented by the following formula (3): &lt; J LJ&gt;o (3) 13 321482 201015127 In the formula I, R3 and R4 are each independently obtained. a linear alkyl group, η represents 2 to 2G of H) atom or a carbon number of 1 to 5 虱cyclohexyl decyl ester:

(c) 戸 &amp; ^ of the dicarboxylic acid represented by the following formula (4): wherein Rs and Re are each independently 矣; &amp; ΛΑ -±- Λ.± u NL*, -a· . V, An oxygen atom or a linear alkyl group having 1 to 5 carbon atoms, and P represents an integer of 2 to 20. (d) Polyethylenes represented by the following formula (5): Known % of cyclohexylmethyl ester

(e) an epoxycyclohexyl group of decanediol represented by the following formula (6):

Compound 321482 14 201015127

(wherein Rn and R12 each independently represent a ruthenium atom or a linear alkyl group having 1 to 5 carbon atoms). (g) a diepoxy single spiro compound represented by the following formula (8):

(wherein R13 and Ru each independently represent a hydrogen atom or a linear alkyl group having 1 to 5 carbon atoms). (h) Vinylcyclohexene diepoxides represented by the following formula (9): 〇, 〇

(9) (wherein Ri5 represents a hydrogen atom or a linear thio group having 1 to 5 carbon atoms) (i) Epoxycyclopentyl ethers represented by the following formula (10):

〇 (10) (wherein R16 and Rn each independently represent a hydrogen atom or a linear group having 1 to 5 carbon atoms). 15 321482 201015127 (j) Diepylene tricyclodecane represented by the following formula (11):

(wherein Rl8 represents a hydrogen atom or a straight bond group having a carbon number of i to 5). Among the alicyclic epoxy compounds exemplified above, the following alicyclic epoxy compounds are suitably used because they are commercially available or their analogs are relatively easy to obtain. (A) an esterified product of 7-oxabicyclo[4·1.0]heptane-3, acid and (7-oxa-bis-[4.1.0]heptan-3-yl)methanol [In the above formula (?), a compound in which R1 = R2 = H], (8) from 4-methyl '7-oxabicyclo[4.1.0] Gengyuan-3-carboxylic acid and (4-methyl- Acetate formed by 7-oxa-bicyclo[".〇]gly-3-yl)sterol [in the above formula (2), RF4-CH3, compound of R2=4-CH3], (C) by 7 -oxabicyclo[4. 1()], gargene _3_salt and esterified with ethylene glycol [in the above formula (3), R3 = R4 = H, n = 2 compound ( D) a compound formed from (7-oxabicyclo[4. 1()]heptan-3-yl) sterol and adipic acid [in the above formula (4), R5=R6=H, p=4 a compound], (8) a compound derived from (4-mercaptooxabicyclo[4. 1〇]heptyl)methanol and adipic acid [in the above formula (4), a compound of R5=4_CH3], (F) (Derivative of 7-oxabicyclo[4.1.0]heptan-3-yl)methanol and U-ethylene glycol [Compound of Hi, (IV) in the above formula (8)]. It has an aliphatic epoxy group. The epoxy compound may, for example, be: 321482 16 201015127 aliphatic polyol or its epoxy burned ( A polyglycidyl ether of an adduct of an alkylene oxide. More specifically, a diglycidyl mystery of 1,4-butanediol, a diglycidyl ether of 1,6-hexanediol, and glycerin Triglycidyl ether, triglycidyl ether of trimethylolpropane, diglycidyl ether of polyethylene glycol, diglycidyl ether of propylene glycol; for aliphatics such as ethylene glycol or propylene glycol, glycerol A polyglycidyl ether of a polyether polyol obtained by adding one or more kinds of alkylene oxides (ethylene oxide or propylene oxide) to a polyol. In the present invention, an epoxy compound (A) Only one type may be used alone or two or more types may be used in combination. Since the coating layer is excellent in adhesion to the polarizing film, the first curable composition preferably contains at least an alicyclic epoxy resin. In the present invention, the epoxy compound (A) is preferably an epoxy compound containing no aromatic ring in its molecule, from the viewpoints of weather resistance, refractive index, cationic polymerizability, and the like. The epoxy equivalent of the epoxy compound (A) is usually 30 to 300 Og / equivalent, Preferably, it is 50 to 1500 g/equivalent. If the epoxy equivalent is small, there is a possibility that the flexibility of the cured coating layer is lowered or the adhesion to the polarizing film is lowered. When the oxygen equivalent is large, the compatibility with other components may be lowered. (2) Cationic polymerizable (fluorenyl) acrylic compound (B) The first curable composition used in the polarizing plate of the present invention, in addition to the above In addition to the epoxy-based compound (A), the cationically polymerizable (meth)acrylic compound (B) is further contained, whereby the adhesion between the polarizing film and the first coating layer can be further improved, and the first Adhesion between the coating layer and the second coating layer 17 321482 201015127 t. The cationically polymerizable (meth)acrylic compound (8) is as described above, and has at least one cationic polymerizable property and at least one (meth)acrylic acid. Herein, '(meth)propene oxime oxy) means methyl propylene oxime or propylene oxime in the presence of a photoradical polymerization initiator, due to the line (eg 'ultraviolet light, visible light , "electron ray, X-ray, etc., which is the basis for radical polymerization hardening, * "(meth) propylene oxime sigma" means (meth) propylene oxime, and can The above-mentioned derivative of methacrylic acid or methacrylic acid which is polymer-hardened by irradiation with an active energy ray (hereinafter, the same as in the present specification). Further, "cationic poly chelating group" means photocationic polymerization. In the presence of an initiator, the base of cationic polymerization hardening can be carried out by irradiation with an active energy ray as described above, and examples of the pot form include an epoxy group or an oxetan group. The cationic polymerizable group is an epoxy group. The (meth)acrylic acid-containing compound containing an epoxy group may, for example, be glycerol acrylate, 2-methylglycid acrylate, or propylene glycol acrylate, Acetate 6,7_epoxyglycol, 3,4-epoxy ring of acrylic acid Vinegar, methacrylic acid glycidol vinegar, 2-methyl glycidol methacrylate g, methacrylic acid 3,4 epoxide, ❹ methacrylic acid 6' 7-epoxyheptyl ester, A 3, 4_epoxycyclohexyl acrylate, 4-hydroxybutyl acrylate glycidyl ether, etc. The cationically polymerizable group is an oxetan group containing an oxetan group, (meth)acrylic acid The compound may, for example, be 3-(mercaptopropene oxymethyl) oxetane, 3-(methacrylomethoxymethyl)_3_ethyloxetane, 3~(methyl Propylene to methyl)_3_methyloxetane' 3_(methylpropanyloxymethyl)-2-mercaptooxyxanthene, 3-(methylpropoxymethyl)_2- 321482 18 201015127 f fluoromethyloxacyclobutene, 3, propyl methoxide, 3-(methizate) pentafluoroethyl 3~(methyl phenyl oxetane , 蝉 氧 oxygen base == base) ^ two gas gas heterocyclic Ding Hyun, 3- (sub-propyl) cut, "fluorine oxygen; burn, 3- (methacrylic acid oxirane _ ; W (tetra) 3 ~ (methyl propyl _ oxymethyl) ❹ = _ _ 醯 oxyethyl) oxetane, 3 _ (? Cyclobutadiene, 2_ethyl-3~(methylpropionyl-oxyethyl)^ ;::, 3-(methyl propyl ethoxide, ethionyl ethoxide) | pentafluoroethyl Oxetane, 3, propyl oxyethyl)-2-phenyl oxetane, 2,2_di-oxo-oxyethyl) oxetane, 3 (methyl propyl) Oxyethyl group with C; = Cyclobutylidene, 3-(methacryloyloxyethyl), "oxygen m-like 3-(methylpropanyloxyethyl) oxetane; ❹ 2-(methacrylofluorenyl) oxetan, 2-methyl-methyloxymethyl) oxetane, "base" (methacrylofluorene oxetane, 4 -Methyl-2-(methacrylofluorenyl) oxetane, 2~(methacryloxymethyl)_2_trimethyloxetan propylene oxymethyl )_3_Three-gas methyloxetane, 2_(methyl-methyl)-4-trifluoromethyloxetane, 2-(methacrylofluorenyloxymethyl-pentafluoroethyl Oxetane, 2-(methacrylofluorenyloxy)_3_pentafluoroethylene oxetane, 2-(methacryloxymethyl)+pentaethoxycyclooxane , 2-(methacrylofluorenyl)- 2-stupyloxyheterocycle Alkane, (methicone), phenyloxy heterocycle m (oxymethyl methacrylate 321482 19 201015127) 4-phenyloxetane, 2, 3- Dioxetane, 2, 4-difluoro-2-indenylmethyl-oxymethyl), 3, 3-difluoro | (propionyl-oxymethyl) oxetane difluoride Cyclobutane, 3,4-A: 丄Γ oxymethyl) oxetane, difluoro K: 3 thin, acetonyl acesulfame, 2 core propyl (Ai) 3, " Dioxocene, dioxane, 2~(?, propyl, methoxy, I) 3,3, "difluorooxetane, 2~(methacrylofluorene)环丁院-like 2, propyl-oxymethyl) @ Oxygen-producing / 'pentane, 2-(methacryloxyethyl)-3~methyst, butane, 2~( Methyl propylene oxime ethyl)-4-methyl oxa butyl hydride / 2 ~ (methacrylic oxime qi yi 2 _... Τ 乳 乳 % % butane, ' 2 ' (^ ethyl) + three Fluoromethyl oxyheterocyclohexane: propylene 2 (: propyl _ oxygen j- Μ τ ^ ^ Λ / ) machine ζΤ propylene 醯 oxyethyl) · _2 - :: oxetane, 2 _ ( Methyl propyl-oxybi-heterocyclic ring, called propylene oxyethyl) + pentafluoroethyl oxygen = propylene oxirane ethyl) 1 phenyl oxa Cyclobutane, 2-(methyloxetane, 2,4-difluoro- 2...:(methylpropanoloxyethyl) 俨...one--fluoro(methacryloyloxyethyl) Oxetane di-, -monofluoro(methyl propyl oxime oxyethyl) oxetane, 3 4_ : murine L propylene oxyethyl) oxetane, 4,4-difluoroyl Propionyl-oxyethyl)oxetane, 2-(methylalanal oxygen &amp; 321482 20 201015127 base)-3,3,4-trifluorooxetane, 2_(methacrylofluorene -3,4,4-difluorooxetane, 2-(methylpropionyloxy-3-3'3,4,4-tetrafluorooxetane-like 2-(methyl(10)醯Oxyethyl) oxetane; ❹ =-(propylene 醯 oxymethyl) oxetane, 3 _(propylene oxymethyl ethyl oxetane, 3- (propylene oxy oxy) Base)_3_methyloxane heterocycle; anthracene, 3-((indolyloxymethyl)-2-methyloxeane, acetophenoxymethyl)-2-trifluoromethyloxane Burned, 3_(propionyl-oxymethyl group with penta-isoxetane, 3-(acrylomethoxymethyl)-2-phenyloxybutane, (c-oxygenated methane, 2, 4 Monofluorooxetane, 3-(acryloxymethyloxymethyl) a 2, 2 4 tetrafluorooxetan-like 3_(acrylic oxymethyl) oxetan oxime oxyethyl) oxetane, 3 ((tetra) oxiranyl alpha alpha soil lotion Miscellaneous diced, 2-ethyl-3-(prosthetic ethyl acetophenoxy acetophenoxy methoxyethyl methyl oxetane, 3 oxygen; ^ butyl ^, ^ base) -2- five mouse B Oxycyclobutane, 3_(propylene oxiranyloxy), heterocyclic butyl ketone, 2,2-difluoro-3-(ethyl styrene oxyethyl) oxocyclic / 3-(propene ethoxylate) Base)_2 24 - complete octagonal acetophenone, oxetane, 3-(acrylic acid)-2, 2'4, 4-tetrafluoro oxetane-like oxetane Burning; π-milk ethyl) = C: 醯 甲基 methoxy) oxetane, 2 - methyl + (propane oxyalkylene: 4 meth isobutane ' 3- methacryl oxime )) oxetane? soil_2_(acrylic oxymethyl) oxetane, 2-(propyl phthalocyanine) '2_trifluoromethyl oxetane H (propyl oxymethyl) Base three gas 321482 21 201015127 methyl oxetane, 2-(propylene oxime oxymethyl) + three said methyl oxacyclohexane, propylene oxime oxymethyl) _2_ five said ethyl oxetane , 2 醯 醯 甲基 甲基) -3- pentafluoroethyl oxetane, 2_( Dilute oxymethyl)-4-pentafluoroethyl oxetane, 2-(acrylic oxymethyl)_2_phenyloxane: propylene oxymethyl)-3-phenyl Oxetane, 2-(propylenedimethyl)-4-phenyloxetane, 2,3-difluoro-2-((propyleneoxymethyl) oxetane, 2, 4 - Di-Ga-2-(propane-oxymethyl) oxetane, © 3, 3-difluoro-2-(acryloxymethyl)oxetane, 3 4 -difluoro 2 Oxamethoxymethyl)oxetane, 4,4-difluoro-2-(acrylic acid methylcyclobutane, 2-((tetra)phosphonomethyl)_3,3,4-trifluorooxide Heterocyclic butyl ketone, 2-(propionyloxymethyl)-3,4,4-trifluorooxetane, 2-((butoxymethyl)-3,3,4,4-oxygen Heterocyclic dinosaur-like 2_(propion oxirane; 2-(acrylic oxyethyl) oxetane, 2_(propylene oxiranyl oxirane oxetane, 2 -(Acetylaoxyethyl)+methyloxeane, 2-(pronoxaphenoxyethyl)-2-trifluoromethyloxetane, 2_((tetra)-ethyl)-3- Tri-gas methyloxetane, 2_(acryloyloxyethyl)_4_three t © methyloxetane, 2-(acryloyloxyethyl) —2—5 says ethyloxetane, 2-(propionoxyethyl)_3-pentafluoroethyl oxetane, 2-(propylene, oxygen=yl)-4-pentafluoro Oxetane, 2_(propionyl-oxyethyl)_2-phenyloxy heterocycle T, 2-(propenyloxy-6)_3_phenyloxeane, 2-(propylpyrene) Ethyl) + phenyl oxetane, 2,3 - difluoro ^ phenoxyethyl) oxetane, U but $ 齓 2 (propylene oxyethyl) oxindole , 3'3-di-gas-2-(propylene oxyethyl) oxetane, &amp; 4 - 321482 22 201015127 difluoro-2-(acryloxyethyl) oxetane, 4, 4_difluoropropene oxiranyloxy) oxetane, 2-(propylene oxiranyloxy)-3,3, decandinated = ^ 'one gas latex butane, 2-(acryloxyethyl) -3,4,4-trifluorooxetane, 2-((acryloyloxyethyl)-3,3,4,4-tetrafluorooxetane-like 2-(propenyloxyethyl)oxy Heterocyclic butanes and the like. Among these, when considering viscosity and adhesion, a (meth)acrylic compound containing a cyclodecyl group is suitable for use: methacrylic acid shrinkage oil vinegar, 2-methyl methacrylate methacrylate, A Acrylic acid 6, 7-epoxy oxime vinegar, acrylic acid 4-pyridyl vinegar glycidyl hydrazine, etc., and oxetanyl group-containing (meth) acrylate compound is suitable for use: 3_(methyl丙 酿 oxymethyl) oxetane, 3-(methacrylomethoxymethyl) 2 _ trifluoromethyl oxetane, 3-(methyl propylene methyl) 2 phenyl Oxetane, 2-(methyl-propylene oxymethyl) oxetane, 2 (indolyl acetophenoxymethyl)-4-trifluoromethyl oxetane, 3_(methyl propyl oxymethyl) 1,3-ethyloxetane, 3-(methacryloxymethyl)_3_? oxacyclobutane, 3-(acryloyloxy Base) _3 „ethyloxetane, 3—(propylene 醯oxymethyl)-3-fyloxy —butyl. These may be used singly or in combination. (3) Photocationic polymerization initiator ([) 'J-the first-sclerosing composition contains the radiance The sub-polymerization initiator (C) generates a cationic seed crystal or a his acid acid by irradiation with an active energy ray such as visible light, ultraviolet rays, xenon rays, or electron beams, and forms the above-mentioned Wei compound (1) or a cation. Polymerizable (fluorenyl) The cationically polymerizable group of the propyl benzoic acid-based compound (8) acts to start the polymerization reaction. The ionic polymerization (4) agent (6) is not particularly limited to 321482 23 201015127, but may be exemplified by: An aromatic diazonium salt, an iodonium salt, an sulfonium salt-like rust salt (onium salt), an iron-acrylic acid (allene) complex, etc. The nitrogen rust salt may, for example, be benzene diazonium hexafiuroantimonate, benzene diazonium hexafluorophosphate or benzene diazonium hexafluoroborate. : Diphenyl hydrazine (pentafluorophenyl)borate, diphenyl sulfonium hexafluorophosphate, diphenyl sulfonium hexafluoroantimonate, bis(4-mercaptophenyl)phosphonium hexafluorophosphate, etc. φ aromatic hydrazine Salt can be exemplified by: hexafluoropyruvate Base, bismuth(pentafluorophenyl)borate triphenylphosphonium, 4,4,-bis[diphenylfluorenyl]diphenyl sulfide bishexafluoro can, 4, 4'-double [two ( /3-ethylidene group) phenyl mirror group] diphenyl sulfide double hexahydrate acid, 4, 4,-bis[di(stone-hydroxyethoxy)phenylindenyl]diphenyl The sulphide bishexafluorophosphate g, [—(p-benzoyl) thiol]-2-isopropyl β sydenone (thioxanthone) hexafluoroantimonate, 7-[two (pair -nonylphenyl) fluorenyl]-2-isopropylthioxanthone oxime (pentafluorophenyl)borate, 4-phenylcarbonylindole-4'-diphenylfluorenyl-diphenyl Hexafluorophosphate, 4_(p-tert-butylbenyl&amp; yl)-4-diphenylfluorenyl-diphenyl sulfide hexafluoroate, 4-(p-tert-butylphenyl) Carbonyl)_4'-di(p-tolylmethyl) fluorenyl-diphenyl sulfide quinone (pentafluorophenyl) borate. Further, the iron-propylene-olefin complex compound may be exemplified by xylene, cyclopentadienyl iron (II) hexafluoroantimonate, cumene, cyclopentadienyl iron (11) Fluorophosphate, 茬-cyclopentadienyl iron (Π) gin (trifluoromethylsulfonyl) 321482 24 201015127 methyl anion and the like. These photocationic polymerization initiators (c) can be easily obtained from commercially available products. 'Specific and 5' can be exemplified by kayarad PCI-220 (Sakamoto Chemical Co., Ltd., Kayala) Special PCI-620 (made by Sakamoto Chemical Co., Ltd.), UVI-6990 (made by Union Carbide), UV_ACURE1590 (made by Daicel cytec Co., Ltd.), ADEKA optomer SP-150 (made by ADEKA), Adeka oubo SP-170 (made by Adeka), CI-5102 (Sakamoto Soda) System), CIT-1370 (Japan Soda (share) system), CIT-1682 (Sakamoto Soda (share) system), CIP-1866S (Sakamoto Soda (share) system), CIP-2048S (Sakamoto Soda) )), CIP-2064S (Sakamoto Soda (share) system), DPI-l〇l (Midori (Midori) chemical (share) system), DPI-l〇2 (Mitori Chemical (share) system ), DPI-103 (Mitoli Chemical Co., Ltd.), DPI-l〇5 (Mitoli Chemical Co., Ltd.), MPI-103C Mitoli Chemical (share), MPI-105 (m) Toli Chemical Co., Ltd., BBI-101 (Mitori Chemical Co., Ltd.), TPS-101 (made by Mito Toli Chemical Co., Ltd.), TPS-102 (manufactured by Mitoli Chemical Co., Ltd.), TPS-103 (manufactured by Mitoli Chemical Co., Ltd.), TPS-l〇5 (meter) Toli Chemical Co., Ltd., MDS-103 (Mitori Chemical Co., Ltd.), MDS-l〇5 (Mitoli Chemical Co., Ltd.), DIS-102C Mitoli Chemical Co., Ltd. ), DIS-103C Mitoli Chemical Co., Ltd., PI-2074C (Rh〇dia), etc.). These photocationic polymerization initiators (c) may be used alone or in combination of two or more. Among these, 'especially aromatic sulfonium salts, even in the wavelength range of 300 nm or more, still have ultraviolet absorbing properties, and can be excellent in hardenability, have good mechanical strength or are thin with polarized light 321482 25 201015127 A good adhesion between the stones (4) oxetane-based compounds, so it is suitable for use. In addition, the first curable grade product (A) and the cationically polymerizable (methyl) oxime are the compound (B) and the optical material in addition to the above-mentioned epoxy-based cationic cation polymerization initiator (C). Here, when the above-mentioned cationic poly-/oxo-oxetane-based compound contains an oxetane group as a cation-octa(indenyl)acrylic compound, it also becomes an oxetane-based compound. In the case of a serotonic compound, although it is a form of a gas sclerosing compound, it is referred to herein as a third living radical polymerizable group. Burning compound (8)". If the "base" is hereinafter referred to as "oxygen can reduce the first-curable composition:::heterocyclic compound (8), the oxetane compound (D) is molecularly hardened, degree. For example: 3-ethyl nm /, with shell % &lt; more compound ethyl 3- 3-oxacyclobutenyl) methoxymethyl] stupidyl) oxetane, two [ (3^ A q - soil d I this milk Φ bond 3 ethyl 3 (2 ethylhexyloxymethyl) oxetane, age test vine varnish oxygen ring T. (d) oxygen heterocycle integration The system can be easily obtained from a commercial product, and specifically, 'Aron oxetane (Ar〇n 〇Xetane) OXT-101 (made by East Asia Synthetic Co., Ltd.), Alon oxetane Alkane 0ΓΓ-121 (manufactured by East Asia Synthetic Co., Ltd.), Alon oxetane 〇χτ_211 (manufactured by East Asia Synthetic Co., Ltd.), Alon oxetane-211 (manufactured by East Asia Synthetic Co., Ltd.),隆 oxetane 0XT-212 (manufactured by Toago Corporation), etc. (5) Other (mercapto) acrylic acid compound 26 321482 201015127 'The first-hardenable composition, except for the above ring Oxygen compound (A) cationic t-complexity (methyl) In addition to the acrylic acid compound (8) and the photocationic polymerization initiation _), or in addition to the above oxetane compound (9), at least one (meth) propylene may be contained in the molecule. Here, the above-mentioned cationically polymerizable (meth)acrylic acid compound (8) is equivalent to a "(meth)acrylic compound" in the form, but here The (meth)-glycosyl acid-based compound which is referred to as the third or fourth active energy or the edge-cured 1± compound does not have a cationically polymerizable base 'hereinafter, simply referred to as "(meth)acrylic compound (E)" . When a (meth)acrylic compound (E) having no cationically polymerizable group is used in combination, a coating layer having high hardness and excellent mechanical strength can be obtained. Further, the viscosity and the curing rate of the first curable composition and the surface hardenability of the obtained coating layer can be adjusted more easily with the adhesion between the polarizing film and the like. The (meth)acrylic acid compound (E) having at least one (meth) acryloxy group in the molecule may have one or more (meth) acryloxy groups in the molecule ( A mercapto acrylate monomer (hereinafter referred to as "(meth) acrylate monomer"), or two or more in the molecule (f. group: 1 wish, olefinoxy group (methyl) A compound containing a (meth)acryloxy group, such as an oligomer (hereinafter referred to as "(meth)propionate oligomer"). These may be used singly or in combination of two kinds. In the above, "(meth) acrylate monomer" means acrylate monomer or methacrylate monomer, and "(mercapto) propyl acrylate oligomer" means acrylate oligomer or Hydryl acrylate oligomer. 27 321482 201015127 The (meth) acrylate monomer may be exemplified by a (meth) acrylate-based (meth) acrylate monomer having a molecular weight (hereinafter, Abbreviated as monofunctional (methyl) propylene oxide vinegar monomer), having 2 (meth) propylene oxime groups in the molecule ^ (methyl) An oleic acid phenolic monomer (hereinafter, abbreviated as a bifunctional (meth) acrylate monomer) and a (meth) propyl acetoacetate monomer having three or more acryloyloxy groups in the molecule (hereinafter, Abbreviated as polyfunctional (meth)acrylic acid vine monomer base) C riding vinegar monomer can be used only! Two or more kinds may be used in combination. Specific examples of the mono Lunb (meth) acrylate monomer may, for example, be (meth)acrylic acid tetrahydrofurfuryl ester, (meth)acrylic acid 2-hydroxyethyl ester, or (meth)acrylic acid hydroxypropyl acrylate. , 2-hydroxybutyl (meth)acrylate, 2-hydroxy-3-phenoxypropyl (meth)acrylate, isobutyl (meth)acrylate, tert-butyl (meth)acrylate, (methyl) ) 2-ethylhexyl acrylate, cyclohexyl (meth) acrylate, dicyclopentenyl (meth) acrylate, benzyl (meth) acrylate, isobornyl (mercapto) acrylate, (fluorenyl) Phenyloxyethyl acrylate, dicyclopentenyloxyethyl (meth)acrylate, dimethylaminoethyl (meth) acrylate, ethyl carbitol (meth) acrylate, trimethylol Propane mono (meth) acrylate, pentaerythritol mono (meth) acrylate, phenoxy decyl polyethylene glycol (meth) acrylate, and the like. Further, a carboxyl group-containing (meth) acrylate monomer may be used as the monofunctional (meth) acrylate monomer. The monofunctional (meth) propyl acrylate monomer containing a slow group may, for example, be 2-(methyl) propylene oxime oxyethyl phthalic acid, 2-(methyl) propylene oxime oxyethyl hexahydro hydroxy citric acid. , (fluorenyl) carboxyethyl acrylate, 2-(methyl) propylene oxyethyl succinic acid, N-(methyl) propyl sulfonium oxy- Ν ', N'-dicarboxy-p-phenylene diamine 4-(Methyl) propylene oxime ethyl benzene 321482 28 201015127 Trimellitic acid or the like. Further, in the case of a monofunctional (fluorenyl) acryl acrylate monomer, a single (meth) acrylamidoamine group such as 4-(fluorenyl) acrylamidoamino-p-methylmethyl pyridine can also be used. Body and so on. As far as the bifunctional (meth) acrylate monomer is concerned, representative ones are: alkanoyl mono(mercapto) acrylates, polyoxyalkylene glycols bis(indenyl) = vinegars, halogens A di(methyl) acrylate, a hydrogenated dicyclodecadiene or a tricyclic beta decane monoalcohol of a di- (meth) acrylate, a hydrogenated dicyclononadiene or a tricyclo-β-decane monoalcohol Epoxy acrylate, dioxane gly C 〇 1 or dioxane dialkanol di(meth) acrylate S, epoxy resin of double age A or big bismuth F The di(meth)(tetra) acid vinegar of the addition product, the epoxy bis(indenyl) acrylate vinegar of the bisphenol A or the bisphenol F, etc., are not particularly limited, and various types can be used. More specific examples of the 2 s fluorene (meth) acrylate monomer include ethylene glycol di(meth)acrylic acid vinegar, butanediol bis(indenyl)acrylic acid vinegar, and 1,4-butanediol di(曱). Acrylate, 1,6-hexanediol bis(indenyl)propene ◎ I酉曰9-nonanol di(meth) acrylate, neopentyl glycol di(meth) acrylate, trioxindole Propane di(meth) acrylate, pentaerythritol di(meth) acrylate, ditrimethylolpropane bis(indenyl) acrylate, diethylene glycol di(meth) acrylate, triethylene glycol II (fluorenyl) acrylate, monopropanol di(meth)acrylate, tripropylene glycol di(meth)acrylate, poly(ethylene) di(meth)acrylate, polypropylene glycol di(meth)acrylate vinegar , polytetramethylene glycol di(meth)acrylate vinegar, sinCone mono(meth) acrylate, hydroxy trimethylacetate (pivalic acid) ester neopentyl glycol di(meth) acrylate , 2, 2-bis[4-(methyl)acryloxyethoxy 321482 29 201015127 oxyethoxyphenyl]propane, 2, 2- [4-(Methyl)propenyloxyethoxyethoxycyclohexyl]propane, di(pentyl)acrylic acid hydrogenated dicyclopentaester, tricyclodecane dimethanol bis(indenyl)acrylic acid Ester, anthracene, 3-dioxane-2,5-diyldi(meth)acrylate [alias: dioxanediol di(meth)acrylic acid hydrazide], by dimethyl dimethyl group ( Pival aldehyde) and acetal compound formed by trimethyl methacrylate [chemical name: 2-(2-hydroxy-l,l-dimethylethyl)-5-ethyl-5-hydroxymethyl-1 , 3-dioxane] di(meth)acrylic acid vinegar, ginseng (hydroxyethyl) isocyanurate di(meth)acrylate, and the like. In the case of the aforementioned polyfunctional (meth) propyl acrylate monomer, representative ones are: glycerol tri(meth) acrylate, trimethylolpropane tri (meth) acrylate, ditrimethylol Propane tri(meth)acrylate, ditrimethylolpropane tetra(meth)acrylate, pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol tetra(meth)acrylate Poly(indenyl) acrylate of di-pentaerythritol penta (meth) acrylate, dipentaerythritol hexa(meth) acrylate vinegar, or a trifunctional or higher aliphatic polyhydric alcohol, and others may be exemplified by a trifunctional or higher halogen-substituted plural a poly(meth)acrylate of an alcohol, a tri(meth)acrylate of an epoxidized adduct of glycerin, a tri(meth)acrylate of an alkylene oxide adduct of trimethylpropane, and an anthracene,丨, 参 [ [(meth) propylene methoxy ethoxy ethoxy] propane, ginseng (hydroxyethyl) isocyanurate tri (meth) acrylate, and the like. The (meth) acrylate oligomer may, for example, be a bifunctional or higher urethane (meth) acrylate oligomer (hereinafter, simply referred to as "polyfunctional urethane" (hereinafter referred to as "polyfunctional urethane" (meth) acrylate oligomer"), a bifunctional or higher polyester (meth) acrylate oligomer (hereinafter referred to as "polyfunctional poly 30 321482 201015127 ester (meth) acrylate oligomer)", A bifunctional or higher epoxy (meth) acrylate oligomer (hereinafter referred to as "polyfunctional epoxy (fluorenyl acrylate acrylate oligomer)"). The (meth) acrylate oligomer may be used alone or in combination of two or more. The polyfunctional urethane (meth) acrylate oligomer may, for example, be a fluorenyl group having one or more (meth) acryloxy groups and more than one hydroxyl group in the molecule. An ethyl phthalate ethyl esterification reaction product of an acrylate monomer and a polyisocyanate, an isocyanate compound obtained by reacting a polyol with a polyisocyanate®, and one or more (meth) propylene in a molecule. An ethyl carbamate reaction product obtained by a methoxy group and one or more hydroxyl group-containing (meth) acrylate monomers. The (mercapto) acrylate monomer having one or more (meth) propylene decyloxy groups and one or more hydroxy groups in the molecule used for the ethyl decanoic acid ethylation reaction may, for example, be a fluorenyl group. ) 2-hydroxyethyl acrylate, 2-hydroxypropyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, 2-hydroxy-3-phenoxypropyl (meth) acrylate, glycerin Di(meth)acrylate, trimethylolpropane di(meth)acrylate, pentaerythritol tri(meth)acrylic acid, dipentaerythritol penta(meth)acrylate, and the like. The polyisocyanate used in the ethyl carbamic acid ethyl esterification reaction may, for example, be hexamethylene diisocyanate, lysine diisocyanate, isophorone (isoPh〇rone) diisocyanate, bicyclo The difference between the hexyl methane diisocyanide, the thiophene diisocyanate, the fluorene diisocyanate and the aromatic sulphuric acid vinegar Cyanic acid vinegar (for example, hydrogenated tolyl diisocyanate, 31 31321482 201015127 hydrogen extended to diisocyanate such as diisocyanate), triphenyldecane triisocyanate, monomethylene triphenyl triisocyanate, etc. a di- or triisocyanate; and a polyisocyanate obtained by polymerizing an isocyanate. As the polyol to be reacted with the polyisocyanate, in addition to the aromatic, aliphatic and alicyclic polyols, polyester polyols, polyether polyols and the like can be used. The aliphatic and alicyclic polyols may, for example, be hydrazine, 4-butanediol, 1,6-hexanediol 'ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, neopentyl glycol, Trimethylolethane, trimethylolpropane, bistrihydroxydecylpropane, pentaerythritol, dipentaerythritol, dimethylol heptane, dimethylolpropionic acid, dimethylbutyric acid, glycerin, plus Hydrogen double hope A and so on. The polyester polyol is obtained by a reaction of dehydration and fine reaction of the above polyol with a polyvalent carboxylic acid or an acid anhydride thereof. The polybasic acid or its anhydride may, for example, be succinic acid (needle), adipic acid, maleic acid (anhydride), itaconic acid (anhydride), trimellitic acid (anhydride), pyromellitic acid (anhydride), Hexahydrophthalic acid (anhydride), citric acid (anhydride), m-decanoic acid, p-citric acid, and the like. In the case of the polyether polyol, it is exemplified by the above-mentioned polyhydric alcohol or a polycondensate obtained by the reaction of a dihydroxybenzene with an alkylene oxide. Oxyalkylene-modified polyol. Further, the polyfunctional polyester (mercapto) acetoacetate oligomer can be obtained by dehydration condensation reaction of (meth)acrylic acid, polybasic acid or its wild and polyol. The polycarboxylic acid or an anhydride thereof used in the dehydration condensation reaction may, for example, be a boronic acid (anhydride), adipic acid, maleic acid (anhydride), itaconic acid (anhydride), or a trimic acid (anhydride), Pyromellitic acid (needle), hexahydroaudic acid (anhydride), acid donation (liver), ugly acid, 321482 32 201015127 citric acid. Further, the polyhydric alcohol used in the dehydration condensation reaction may, for example, be L4-butanediol, 1,6-hexanediol, ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, neodecanediol, trishydroxyl Methyl ethane, trimethylolpropane, bis-trimethyl ketone, pentaerythritol, dipentaerythritol, dimethylol ketone, di-methyl propyl acid, dimethylol butyric acid, glycerin, hydrogenation Phenol A and the like. Further, the polyfunctional epoxy(fluorenyl)acrylic acid oligomer can be obtained by an addition reaction of polyglycidyl ether with (mercapto)acrylic acid. The polyglycidyl hydrazine may, for example, be ethylene glycol diglycidyl ether, propylene glycol diglycidyl hydrazine, ® tripropylene glycol diglycidyl group, 1,6-hexanediol diglycidyl ether or bisphenol A Glycidyl ether and the like. Among the above (meth)acrylic compounds (E), for example, a (fluorenyl) acrylic compound having a structure represented by the following formula (12) or formula (13) is obtained by the elasticity of the cured product obtained after curing. When the coefficient is 3,000 MPa (MPa) or more, the cationic curable compound, particularly in combination with the alicyclic epoxy compound, is excellent in adhesion to the polarizing film, and is therefore suitable. Further, in the following formulas (12) and (13), Ri 9 and R2. Each independently represents a (fluorenyl) acryloxy or (fluorenyl) propylene oxyalkyl group, wherein the carbon number of the pendant group is from 1 to 10' and R21 represents hydrogen or a hydrocarbon group having from 1 to 10 carbon atoms. .

In the above formulae (12) and (13), 'Ri 9 and R2G each independently represent (A 33 321 482 201015127 group) acryloxy group or (fluorenyl) propylene methoxyalkyl group. Such as Rig or R2. When it is a (decyl) acryloxyalkyl group, the alkyl group may be a straight chain or a brancher' and may have a carbon number of 1 to 10, but in general, a carbon number of about 1 to 6 is sufficient. Further, in the formula (13), R21 is hydrogen or a hydrocarbon group having 1 to 10 carbon atoms, and the hydrocarbon group may be a straight chain or a branched group, and is typically an alkyl group. In the case of the alkyl group at this time, it is generally sufficient that the carbon number is also about 1 to 6. The compound represented by the formula (12) is a di(meth) acrylate derivative of hydrogenated dicyclopentadiene or tricyclodecane dihydrol alcohol, and specific examples thereof include those exemplified by Hydrogenated dicyclopentadienyl acrylate [Compound of 'R|9=R2°=(fluorenyl) propylene oxime in formula (12)], tricyclodecane dimethanol di(meth) acrylate [In the formula (12), r19 = R2 () = (fluorenyl) propylene fluorenyl fluorenyl compound] and the like. Further, the compound represented by the formula (13) is a di(meth) acrylate derivative of dioxane diol or dioxane dialtanol, and specific examples thereof include those exemplified above: 1,3-dioxene Alkano-2,5-diyldi(meth)acrylate [alias, a 4-indolyl bis(indenyl) acrylate), that is, in formula (13), R19 Rm (methyl) propylene awake Oxylate, a compound], an acetal compound formed from thioglycolyl acetaldehyde and dimethylolpropane [chemical name: 2-(2-hydroxy-1' dimethyl dimethyl)-5 Diethyl (meth) acrylate of -ethyl-5-hydroxymethyl-1,3-dioxane [in the formula (13), heart = (meth) propylene methoxymethyl, R^2- (Meth) propylene decyloxy group, bismuthyl ethyl group, ethyl amide compound, and the like. (6) Other description regarding the first coating layer In the first hardenable composition for forming the first coating layer, the phase 321482 34 201015127 is effective for the energy ray hardening property contained in the first-hardenable composition. The character (i.e., the above-mentioned epoxy compound (1)) is used as the acrylic compound (B), and is further added to ice. The total amount (10) parts by weight of the substance (the same as the (8) and (meth)acrylic acid system) is also included in the ring product. Preferably, the compound (yttrium) is contained in a weight ratio of 30% by weight, more preferably from 4 () to 50 parts by weight to 90 parts by weight. If the content of the core (A) of the disc polarizing film is small, the adhesion between the fork and the crucible is lowered. 2 = the active energy ray-curable compound (8) preferably contains 5 to 7 hydrazine (meth)acrylic acid to 6 Å by weight, more preferably 100 parts by weight based on the total amount of the compound in the first curable composition. The content of the compound containing 10 Å to 2' is preferably a small amount of the (meth)acrylic compound (8): a part. 'The adhesion between the cationically polymerized coating layers is lowered, and /,' may reduce the viscosity (four) with the second film. , it is possible to make polarized 〇 for ϊ== calcined compound (D), then the amount is usually the same as the amount of active energy ray-curable compound contained in 100%

When the amount of the calcined compound is large, the modulus of elasticity of the first coating layer may be lowered. In the case of the IT, when the (meth)propane is blended with the compound (8) in the first-hardenable composition, the total amount of the amount of the compound is 1 GG by weight, which is more than "% tongue". The energy ray is hardened to 15 parts by weight, such as (meth) propyl _ =: parts by weight or less. More preferably, when the content of the compound (E) is large, 321482 35 201015127 can be used between the polarizing film and the polarizing film. The adhesion is reduced.

The compound having a cationically polymerizable property, which is contained in the first-curable composition, is a linear curable compound (that is, when the above-mentioned epoxy compound (A) and cationically polymerizable (meth) propylene are contained. When the acid-based compound (8) and the oxetane-based compound (9) are further blended, the total (10) t parts of the above-mentioned, but not (sub-)acrylic acid-based compound are contained, and the photo-cation-free t-initiator is contained. The compounding amount of (C) is usually from Q. 5 to 2 parts by weight, preferably from 1 to 6 parts by weight. When the amount of the photocationic polymerization initiator (6) is small, it is less than enough, and the mechanical strength or the adhesion between the coating layer and the yoke and ▲ may be lowered. Further, when the photocationic polymerization initiator (C) has a large amount of I, the durability of the cured product is increased due to an increase in the ionic substance in the cured product.

The thickness of the first coating layer is preferably the following, and is preferably thinner than the thickness of the coating layer described later. If the thickness of the first coating layer exceeds _ or more, the effect of reducing the weight of the polarizing plate may be lowered, and the effect of the second money layer as the polarizing layer may be lowered. Here, in order to follow the role of the polarizing film and the second coating layer, the thickness of a coating layer is preferably Q1/zm or more. (First Coating Layer) A layer coated with a second coating layer on the above-mentioned first coating layer. The second coating: 糸 plays the role of a substantially protective layer as a polarizing film. The layer of the child is formed by curing a first curable composition containing at least one (indenyl) propylene first sulfhydryl compound and a photoradical polymerization initiator in the molecule. As a result, it is possible to obtain a coating layer having a higher durability and a higher mechanical strength than the hardness of 321482 36 201015127. a (meth)acrylic acid compound (hereinafter, abbreviated as (meth)acrylic compound (X)) having at least one (meth)acryloxy group in the molecule contained in the second curable composition and It is not particularly limited, but it can be the same as the (meth)acrylic compound (E) having at least one (meth)acryloxyloxy group in the molecule as described for any component of the first curable composition. Further, since the hardness of the cured product of the second hardenable composition can be increased, it is preferred to use a fluorenyl (fluorenyl) acryl-based compound having three or more (fluorenyl) acryloxy groups in the molecule. Further, the photoradical polymerization initiator contained in the 'second curable composition' is not required to be a radical polymerization hardening of the (fluorenyl) acrylic compound (X) by irradiation with an active energy ray. Particularly, a conventional photo-radical polymerization initiator known in the art can be used. The photoradical polymerization initiator is not particularly limited, and examples thereof include acetophenone, 3-mercaptoethylbenzene, benzyl dimethyl ketal q (ketal), and 1-(4-iso). Propyl phenyl)-2-yl-2-ylpropylpropan-1-yl, 2-mercapto-1_[4-(methylthio)phenyl-2-morphinyl (morphol ino) Anthraquinone-based initiators such as benzophenone and 4-chlorinated benzophenone a benzophenone-based initiator such as benzophenone or 4,4'-diaminobenzophenone; a benzoin ether system including benzoin propyl ether and benzoin ethyl ether Initiator; thioxanthone-based initiators such as 4-isopropylthioxanthone; others such as xanthone, fluorenone, camphorquinone, benzoquinone, brewing, and the like. 37 321482 201015127 The amount of the photoradical polymerization initiator is usually 1 part by weight based on 1 part by weight of the active energy ray-curable compound ((meth)acrylic compound (X)) contained in the second curable composition. 0.5 to 20 parts by weight, soil to earth to 6 parts by weight. If the amount of the polymerization initiator is small, it is not sufficient, and the mechanical strength or the adhesion between the first coating layer and the second coating layer may be lowered. Further, when the amount of the polymerization initiator is large, the amount of the active energy ray-curable compound in the composition is relatively decreased, and it is difficult to obtain sufficient durability performance required as a protective layer of the polarizing film. Further, the second hardened particles used in the present invention. The microparticles can be exemplified by the fact that the dioxide dioxide and the like can further contain the micro-acidic coffee, such as the organic polymer micro-di-=, poly-methyl-propyl granules, and the second coating can be improved. The gasified fossil micro-dioxide frequency particles can be made, for example, at 4 mechanical strengths. It is formulated in the second hardenable composition in the form of a wheel that is dispersed in an organic solvent. Liquid substance The cerium oxide microparticles may have a reactive functional group such as a vinyl group or a vinyl group on the surface thereof. Further, it is difficult to obtain an optically transparent coating layer when the particle size of the (meth) propylene oxide is usually 100 nm or less, preferably 5 to 5 Å. The particle size of the fine particles is as large as that used in the organic solvent = the cut concentration is not particularly limited to 2; if it is - for example, it is obtained by, for example, about 20 to 40% by weight. The wood is used as a commercial product. It is obtained from the market as a commercial product. The 矽 particles can be exemplified. The ancient her, ., 77 are dispersed in an organic solvent - oxidation is exemplified. The organic solvent is methanol. Methylase - Oxygen and hydrazine sol 321482 38 201015127 (Methanol silica sol) (manufactured by Nissan Chemical Industry Co., Ltd., dioxide particle size 10 to 15 nm, solid content 30% by weight), MA-ST~m (manufactured by Nissan Chemical Industry Co., Ltd., cerium oxide particle size 20 to 25 nm, solid content 4 〇 wt%), OSCAL 1332 (catalyzed by Chemical Industry Co., Ltd., dioxide; ε 粒径 particle size 10 to 20 nm, solid 30 to 31% by weight of the component; the organic solvent is OSCAL 1232 of ethanol (manufactured by Catalyst Chemical Co., Ltd., cerium oxide particle size 1 〇 to 20 nm 'solid content 30 to 31% by weight); the organic solvent is n-propanol OSCAL 1332 (manufactured by Catalyst Chemical Co., Ltd., having a particle size of 10 to 20 nm for cerium oxide and 30 to 31% by weight of solid content); the organic solvent is IPA-ST of isopropyl alcohol (manufactured by Nissan Chemical Industries Co., Ltd.). Cerium dioxide particle size 1〇 to 15nm, solid content 30% by weight), OSCAL 1432 (catalyzed into a chemical industry) The chemical particle size is 10 to 20 nm, and the solid content is 30 to 31% by weight; the organic solvent is n-butanol, which is made of NBA-STC, which is produced by the chemical industry (manufactured by the company). The silica dioxide is 1 〇 to 15 nm, and the solid content is 20 % by weight), 〇SCAL 1532 (manufactured by Catalyst Chemicals Co., Ltd., cerium oxide particle size 1 〇 to 2 〇 nm, solid content ❿ 30 to 31% by weight); organic solvent is ethylene glycol EG_ST (Nissan Chemical Industry) (Stock) system '2 oxidized dream granules 10 to 15 nm, solid content 2 〇 wt%); organic solvent is ethyl cellosolve (ethy cellsolve) 2 〇SCAL 1M2 (catalyzed into chemical industry), dioxide矽 particle size 1〇 to 2〇mn, solid content 30 to 31% by weight), organic solvent is ethylene glycol mono-n-propyl _ NPC ST (Nissan Chemical Industry Co., Ltd.' dioxide dioxide particle size 1〇 To 15 coffee, 30% by weight of solid content; the organic solvent is DMAC~ST of dimercaptoacetamide (manufactured by Nissan Chemical Industries Co., Ltd. 'particle size of cerium oxide 1 〇 to 15 nm, solid content 20% by weight), DMAC-ST~ZL (manufactured by Nissan Chemical Industry Co., Ltd., 321482 39 201015127 cerium oxide particle size 70 to 100 nm, solid content 20% by weight); organic solvent The agent is XBA-ST (manufactured by Nissan Chemical Industry Co., Ltd., cerium oxide particle size 10 to 15 ηηη, solid content 30% by weight) of the mixture of cerium and n-butanol; the organic solvent is MIBK of fluorenyl isobutyl ketone. ST (manufactured by Suga Chemical Industry Co., Ltd., cerium oxide particle size 10 to 15 nm, solid content 30% by weight); organic solvent is mercaptoethyl ketone MEK-STC Nissan Chemical Industry Co., Ltd., cerium oxide Particle size 10 to 15 nm, solid content 30% by weight), SP-1120 (manufactured by Xiaoxi Chemical Industry Co., Ltd., cerium oxide particle size 15 to 20 nm, solid content 5 to 10 weight% /. In the case of SP-6210 (manufactured by Kosei Chemical Industry Co., Ltd., cerium oxide having a particle size of 15 ❿ to 20 nm, and a solid content of 5 to 10% by weight), one or more of these may be used. Further, it is also possible to use SNOWTEX 20 (manufactured by Nissan Chemical Industries Co., Ltd., cerium oxide particle size 10 to 20 nm) in which a dispersion medium is water, and SN0WTEXC (manufactured by Nissan Chemical Industries Co., Ltd., cerium oxide particle size). 10 to 20 nm) and so on. The amount of the fine particles contained in the second curable composition is preferably 250 parts by weight or less, more preferably 10 to 100 parts by weight based on 100 parts by weight of the active energy ray-curable compound contained in the second curable composition. 100 parts by weight. When the amount of the fine particles added is large, the adhesion to the aforementioned first coating layer may be lowered. Further, when the amount of the fine particles added is large, the dispersion stability of the fine particles in the second hardening composition may be lowered or the viscosity of the composition may be excessively increased. The thickness of the second coating layer is preferably in the range of 6 to 35 / zin, and is preferably thicker than the thickness of the aforementioned first coating layer. When the thickness of the second coating layer is thin, the work of the protective layer as the polarizing film may not be sufficiently exhibited. Further, when the thickness of the second coating layer is thick, the effect of reducing the weight of the polarizing plate may be small. (Other components which can be formulated in the first and second curable compositions) The first and second curable compositions may further contain a photosensitizer if necessary. If a photo-sensitive agent is used, the reactivity of the cationic polymerization and/or the radical polymerization can be improved, and the mechanical strength of the entire coating layer or the first coating layer and the polarizing film and/or the second coating layer can be improved. Adhesion between. The photo-sensitive agent may, for example, be a polybasic compound, an organic sulfur compound, a persulfide, a redox compound, an azo and a diazo compound, a halogen compound, or a photoreducibility. Pigments, etc. Specific photo-sensitive agents may, for example, be benzoin methyl ether, benzoin isopropyl ether, α, dimethoxy-α-phenylethylbenzene-like benzoin derivative; benzophenone; , 2, 4-dichlorobenzophenone, decyl benzoyl benzoate, 4,4, bis(diguanyl) dimethyl ketone, 4,4, bis (diethylamine) a benzophenone-like benzophenone derivative; a 2-chloro thiophene ketone, 2-isopropyl thioxanthone-like thioxanthone derivative; 2-gas hydrazine, 2- a quinone-like enantiomer derivative; anthracene-methyl acridone, anthraquinone-like acridone derivative; others such as α,α-diethoxyethyl benzene, diphenyl Benzil, ketone, xanthene, uranyl compound, dentate compound, etc., but are not limited thereto. Moreover, these may be used separately or in combination. The photo-sensitive agent is preferably contained in an amount of 1 part by weight based on 1 part by weight of the active energy ray-curable compound contained in each composition. And the second hard-dip composition may further comprise an antistatic agent that imparts antistatic properties to b (antistatic performance) to the polarizing plate. The antistatic agent is not particularly limited, and a known antistatic agent can be used. For example, it may be used: amyl guanidinopropyl dimethyl hydroxyethyl ammonium nitrate, amyl guanidinopropyl propyl trimethyl sulphate, methyl sulphate sulphate (cetyl morpholinium methosulfate) General cationic surfactant; linear alkyl potassium phosphate, polyoxyethyl fluoroalkyl phosphate, alkane sulfonate anionic surfactant; N, N - bis(hydroxyethyl)- A nonionic surfactant such as an N-alkylamine, a fatty acid ester derivative thereof, or a polyhydric alcohol fatty acid partial ester. The amount of the antistatic agent to be formulated may be appropriately determined in accordance with the desired properties, and is usually from about 〇 to about 1 part by weight based on 1 part by weight of the active energy ray-curable compound. A well-known polymer additive which is usually used for a polymer may be added to the first and second curable composition. Examples thereof include a phenol-based or amine-based secondary antioxidant, a sulfur-based secondary antioxidant, a hindered amine-based light stabilizer (HALS), a benzophenone-based, and a stupid triazole-based system. Ultraviolet absorbers such as alum acid esters: When the curable composition is applied to a polarizing film or a substrate, if the coating property on the polarizing film or the substrate is not good, or when the surface property of the cured product of the curable composition is poor, To improve such defects, a leveling agent can be added to the first and second curable compositions. As the leveling agent, various compounds such as polysulfide, fluorine, polyfluorene, (iv) acid copolymer, and titanate can be used. These leveling agents may be used alone or in combination of two or more. 321482 42 201015127 The amount of the leveling agent added is preferably 〇·01 to 1 part by weight based on 1 part by weight of the active energy ray-curable compound contained in the first and second curable compositions. 5重量份。 More preferably 〇. 1 to 〇 · 7 parts by weight, and preferably 0. 2 to 0. 5 parts by weight. When the amount of the leveling agent added is small, the improvement in coating property or surface properties may be insufficient. When the amount of the leveling agent added is large, the adhesion between the polarizing film and the coating layer may be lowered. Here, the first and second curable compositions may contain a solvent when necessary. The solvent is appropriately selected depending on the solubility of the components constituting the curable composition. The solvent to be generally used may, for example, be an aliphatic hydrocarbon such as n-hexane or cyclohexane; an aromatic hydrocarbon such as toluene or xylene; and an alcohol such as methanol, ethanol, propanol, isopropanol or n-butanol. Acetone, mercaptoethyl ketone, methyl isobutyl ketone, cyclohexanone-like ketones; methyl acetate, ethyl acetate, butyl acetate-like esters; methyl cellosolve, ethyl solution Fibrin, cellosolve-like cellosolve, dichloromethane or chloroform-like halogenated hydrocarbons. The blending ratio of the solvent is appropriately determined from the viewpoints of viscosity adjustment and the like for the purpose of processing such as film forming properties. (Supplementary Description of Second Coating Layer) Further, the polarizing plate of the present invention may be formed such that the second coating layer has, for example, a hard coat layer, an anti-glare layer, and an antistatic layer. At least one function in an antistatic layer. Hereinafter, these layers will be described. (Hard Coating) In order to prevent scratching, the hard coat layer is usually provided on the surface of the polarizing plate. The composition for forming the hard coat layer is not particularly limited, and a well-known person can be used. However, since the above-mentioned (meth)acrylic compound can also be used, the second coating layer can directly function as a hard coat layer. . (Anti-flash layer) The anti-flash layer is formed by making the surface of the layer into a concave-convex shape to diffuse the light, or to add different particles to the layer to diffuse the light. Among the methods for forming the surface unevenness, those in which fine particles are added to the second curable composition, or those which are embossed (emb〇ssing) or the like are used. In the present invention, the method for forming the anti-flash layer, the surface uneven shape, and the added fine particles are not particularly limited, and those known per se can be used. For example, in the method of forming the anti-flash layer, inorganic transparent particles such as cerium oxide, organic polymer fine particles such as PMMA, or the like may be added to the second curable composition to form surface unevenness. A method of shape; after forming a second coating layer, it is subjected to an embossing roll and hardened by irradiation with an active energy ray. Further, in terms of the surface uneven shape, a part of the fine particles may be formed into a concave-convex shape protruding from the surface of the surface-treated layer by a few micrometers (micror 〇n), and the surface of the embossing roll may be sandblasted (sand b)丨ast) Processes and transfers the shape of the concave and convex shape of the shape. Further, in addition to the inorganic fine particles such as ceria and the organic polymer fine particles such as pMMA, the particles to be used may be spherical or non-shaped. (Antistatic layer) / Antistatic layer, which is an antistatic agent containing occupational and electrostatic properties in the second curable composition. The antistatic agent is not particularly limited, and a known antistatic agent as described above is used. In addition to the above-mentioned antistatic agent, it is also 321482 44 201015127 ♦ The following antistatic agent can be added to the second curable composition, for example, titanium oxide fine particles, cerium oxide fine particles, and IT0 (indium tin oxide) fine particles. Inorganic compound; polyaniline, polythiophene, polystyrene sulfonate-like conductive polymer, bistrifluoromethanesulfonimide as an anion, bispentafluoroethane sulfonymine, bispentafluoroethane Carbium imine, diperfluorobutanine acid imide, bis perfluorobutane carbazimide, ginseng tricalcium sulphate (methide), or ginseng oxime sulphide hydrazide An ionic compound composed of a combination of a cation clock, sodium, unloading or nitrogen-containing rust.制造 <Method for Producing Polarizing Plate> The polarizing plate of the present invention described above can be advantageously produced by a method according to the following steps. Forming the first hardening layer containing the epoxy compound (A), the cationically polymerizable (meth)acrylic compound (B), and the photocationic polymerization initiator (C) on the surface of the polarizing film on which the coating layer is to be formed a first coating layer forming step of the coating layer of the composition; ❾ irradiating the obtained first coating layer with an active energy ray to carry out a cationic polymerization hardening step of the first coating layer; a coating layer on the hardened layer that forms the second curable composition containing a (fluorenyl)propene-based acid compound having at least one (fluorenyl) acryloxy group in the molecule and a photoradical polymerization initiator a second coating layer forming step; and a radical polymerization hardening step of irradiating the laminate of the obtained second coating layer and the cationically polymerizable layer with an active energy ray so that both of them simultaneously undergo radical polymerization hardening. 321482 45 201015127 The specific method of carrying out the aforementioned first coating layer forming step and cationic polymerization hardening step may be exemplified by the following methods. First, the first curable composition is applied to a substrate and dried as needed. The polarizing film is bonded to the coated surface so that the coated surface is a bonding surface to form a first coating layer. Then, the laminate is irradiated with active energy rays such as visible light, ultraviolet rays, X-rays, and electron beams to cause cationic polymerization hardening of the coating film composed of the first hardening composition, and then the substrate is removed. Here, the substrate may, for example, be a metal belt, a glass plate, a polyethylene terephthalate film, a polycarbonate film, a triethylene glycol film, a norbornene resin film, or a polyester. Film, polystyrene film, etc. For the surface of the substrate on which the first curable composition is applied, for example, a peeling treatment may be carried out. Further, the first curable composition may be directly applied to the polarizing film, and dried as necessary, and the active energy ray may be irradiated to cause cationic polymerization of the coating film composed of the first curable composition. The method of hardening. At this time, the substrate may or may not be used. When a substrate is used, the substrate is removed after the active energy line is applied. And the coating layer forming step and the radical polymerization hardening step/body method may be, for example, the same as the above-mentioned first coating layer ion polymerization hardening step. However, if the system is to be bonded, the coating of the hardening composition is carried out in the form of a thinner coating material, a hardened material, and a second coating layer. In the case of a noodle, the coating is formed on the surface of the cationically concentrated 321482 46 201015127 hardened material directly coated with the second curable composition/formed on the first coating layer of the polarizing film. Further, when a base material is used to form the second coating layer, a concave-convex structure may be provided on the surface of the base material on which the second curable composition is applied, and the uneven structure may be transferred to the second coating layer. The function of imparting an anti-flash layer to the second coating layer (as described above). In the present invention, the method of applying the first or second curable composition is not particularly limited. For example, a doctor blade, a wire-bar, a die coater, or the like may be used. Various coating methods such as a capple coater (c〇mma ❹coater) and a gravure coater. Further, after the first or second curable composition is dropped between the polarizing film and the substrate, or between the cationically polymerized cured product of the first coating layer and the substrate, |^(r〇) may be used. Ll) Pressurizing to evenly spread the method; at this time, the material of the roller may be metal or rubber. Further, in a state in which the H-curable composition is dropped between the polarizing film and the substrate or between the cationically polymerized cured product of the first coating layer and the US, the second and second affinity components may be used. The method of 'pressurizing between the rolls to push forward; at this time, this = the same material. The electrocautery is such that when the first coating layer formed of the first curable composition is formed on the polarizing film and the active energy ray is irradiated to cationically cure the first coating layer, the first hardening property is obtained. The composition contains a light-polymerization initiator (c) and does not contain a photo-radical polymerization initiator. The cationic polymerizable group contained in the composition (the epoxy group-based compound has a hydroxyl group, and when it contains a cation The cationically polymerizable group in the polymerizable (meth) propylene compound (8), and the oxetane compound: ^;) 321482 47 201015127 when 'the oxygen 1 丨 丨 院 院 base will participate in 1% ion a polymerization reaction, and a radical polymerizable group ((meth)acryloyl group in a cationically polymerizable (meth)acrylic compound (β), and 'when a (meth)acrylic compound (Ε) is contained) Its (meth) propyl fluorenyl group does not participate in the polymerization reaction, but remains as it is. Next, 'the second coating layer composed of the second hardenable composition is formed on the cationically polymerized cured product of the first coating layer, and the cationically polymerized cured product and the second coating layer of the first coating layer are simultaneously coated. When the layer is irradiated with the active energy ray, the radical polymerizable group remaining in the cationically polymerizable cured product of the first coating layer and the radical polymerizable group in the second coating layer are simultaneously subjected to radical polymerization hardening. Thus, a polarizing plate in which a first coating layer as a cured product of the first hardenable composition and a second coating layer as a cured product of the second hardenable composition are sequentially formed on the polarizing film can be obtained. . The method of forming the two coating layers on both sides of the polarizing film may be the same as the method of forming the two coating layers on the early surface of the polarizing film. Here, in the order of forming two coating layers on both sides of the polarizing film, after the cationically polymerized cured product of the first coating layer is simultaneously formed on both sides, the first and second coating layers are simultaneously formed on both sides. Alternatively, after the cationically polymerized cured product of the first coating layer is simultaneously formed on both sides, the first and second coating layers are sequentially formed on each of the single faces; and the first coating layer may be sequentially formed on each of the single faces. After the cationically polymerized cured product, the first and second coating layers are simultaneously formed on both sides; and the cationically polymerized cured product of the first coating layer may be sequentially formed on each single surface, and then the first and second portions are sequentially formed on each single side. Coating layer. Further, after the cationically polymerized cured product of the first coating layer is formed on one surface of the polarizing film, a second coating layer is formed thereon, and the first coating layer is formed on the opposite side of the first coating layer on the opposite side. Yang 48 321482 201015127 After ionic polymerization of the cured product, a second coating layer is formed thereon. Among these, in consideration of cost and manufacturing steps, a method of simultaneously forming a plurality of conventional and second coating layers on both sides after forming a cationically polymerized cured product of the first coating layer on both sides of the polarizing film is preferable. The method of forming two coat layers on both sides of the polarizing film can be exemplified by the following methods. A second curable composition forming the second coating layer is applied to the substrate and dried as needed. Then, the ruthenium film of the second curable composition is irradiated with an active energy ray such as visible light rays, ultraviolet rays, xenon rays, and electron beams to cure the coating film of the second curable composition to form a second coating layer. The first hardenable composition forming the first coating layer on the second coating layer is then dried as needed. The coated surface is bonded to the polarizing film so that the coated surface is a bonding surface, and the laminated material is irradiated with visible light rays, ultraviolet rays, X-rays, and electron beam active energy rays to form a first curable composition. After the coating film is hardened to form the first coating layer, the substrate is removed. Moreover, in the above method, the first curable composition may be directly applied to the polarizing thinner so as to adhere the second coating layer formed on the substrate to the bonding surface. Then, a method of forming the first coating layer by irradiating the active energy ray to cure the coating film composed of the first-curable composition. For example, when two coating layers are formed on both sides of the polarizing film, the composition of the first and second layers of the coating layer may be mutually different; the same or different 'to form a double The composition of the second hardening 4 composition of the second coating layer of the face may be the same or different from each other. Further, the cationically polymerized cured product of the first coating layer is a cured product of the first hardened 丨 49 321 482 201015127, and the cured product is also the first coating layer. The light source used for the irradiation of the active energy ray is not particularly limited, but may be a light source having a light-emitting distribution at a wavelength of 400 nm or less. For example, a low-pressure mercury lamp, a medium-pressure mercury lamp, a high-pressure mercury lamp, an ultra-high pressure mercury lamp, a chemical lamp may be used. (chemical lamp), black light (black light laiDp), microwave excited mercury lamp, metal halide iafflp, and the like. The light irradiation intensity of the first or second curable composition may be different depending on the composition, but is effective for the activation of the photoradical polymerization initiator and/or the photocationic polymerization initiator. The irradiation intensity of the field is preferably from 1 2 to 2500 mW (milliwatts)/cm 2 . When the light irradiation intensity is weak, the reaction time is too long, and if the light irradiation intensity is high, the heat generated from the lamp and the heat generated during the polymerization of the curable composition cause a curable paper product. = possibility of yellowing or deterioration of the polarizing film. The light irradiation time of the first or second curable raw material is controlled by each of the compositions, and is not particularly limited, but it is preferably set such that the cumulative light amount within the limits of the irradiation intensity and the irradiation time becomes 10 to 25 QGmj (milli joules) / cm 2 . If the accumulation is not too low, the luminescent light of the active seed crystal derived from the polymeric hair styling agent is not sufficient and there is a possibility that the hardening of the resulting coating layer is insufficient. Knives

When the amount is too high, the irradiation time is prolonged, so that it is disadvantageous for the correction. = = The irradiation of the active energy ray is preferably carried out in a range in which various properties such as the transmittance of the polarizing film J are not lowered. Further, <Optical member and liquid crystal display device> The present invention also provides an optical member comprising the laminate of the above-described partial invention of the present invention. The optical functional layer does not have 321482 50 201015127. Specifically, a layer (film) such as a phase difference plate, a reflective layer, a semitransmission reflective layer, a light diffusion layer, a concentrating plate, and a brightness enhancement film is laminated on the second coating. In addition to the layer, the second coating layer is subjected to a surface treatment such as a hard coating treatment, an anti-reflection treatment, an anti-flash treatment, or the like, or another film subjected to the surface treatment is laminated on the second coating layer. The practice. The reflective layer, the semi-transmissive reflective layer, and the light-diffusing layer are used in forming a polarizing plate of a reflective type, a semi-transmissive type, a diffusion type, and the like. In the liquid crystal display device of the type which is used for reflecting the incident light from the visual side, it is easy to reduce the thickness of the liquid crystal display device because the light source such as a backlight can be omitted. Further, the semi-transmissive polarizing plate is used in a liquid crystal display device which is a reflective type in a bright place and a light source such as a backlight in a dark place.相位 The phase difference plate is intended for the purpose of, for example, compensation of a phase difference caused by a liquid crystal cell or expansion of a viewing angle (Visual angle). For example, a birefringent film composed of a stretched film of various plastics or the like may be used, or a discotic liquid crystal may be fixed on the film substrate (disc〇tic HqUid crystal) ) or nematic cryStal, etc. When the discotic liquid crystal or the nematic liquid crystal is orientated on the film substrate, the film substrate supporting the alignment liquid crystal layer is preferably a cellulose film such as triethylenesulfonyl cellulose. 51 321482 201015127 A specific example of a plastic forming a birefringent ester or a polyvinyl alkoxide is exemplified by a polycarbene-like polyolefin, a J-ethylene, a polymethacryl oxime ester such as a polypropylene film. Single-acting (pQlyarylate), polyamine, etc. Stretching and heat shrinkable film, etc. Further, it is also possible to apply a contraction force and/or a tensile force in the thickness direction* of the film to make it possible to control the birefringence (tetra) film having a wide refractive index. Furthermore, the phase is combined with two or more pieces. : optical control for the purpose of using the group

And the above-mentioned first: coating directly attached to the second coating layer ' can also perform corona discharge on the bonding surface of Η., ^(3) (C〇r〇na arge &lt; rational or plasma treatment) And then attached to the second cladding layer. 々/, t is provided on the second coating layer of the polarizing plate with a V white or strip coating film made of a metal such as aluminum, and the g 卩 can form a reflective layer, thereby making it possible A reflective polarizing plate can be formed by forming a reflective layer as a half mirror or by providing a reflective plate containing pearl pigment or the like and providing light transmissiveness on the second coating layer. A semi-transmissive reflective layer, whereby a semi-transmissive polarizing plate can be obtained. The method of applying a mat treatment to the second coating layer, the method of coating the resin containing the microparticles, and the bonding containing the microparticles can be obtained. A diffusing type polarizing plate can be obtained by a method of forming a light-diffusion layer, etc. The polarizing plate for reflection and diffusion can be reflected, for example, according to the fine uneven structure surface of the diffusing type polarizing plate. The reflective layer of the fine concavo-convex structure can be obtained by a method such as a reflective layer. The diffused reflection 52 321482 201015127 (diffuse reflection) diffuses the incident light and prevents directivity or glare to control the unevenness of light and dark. Also, the resin layer or film containing the particles also has When the incident light and its reflected light are transmitted through the layer, it is diffused* to control (4) the advantage of dark unevenness. For example, it can be vacuum deposition, ion plating, sputtering. Gold or other methods such as evaporation or plating

It is attached directly to the surface of the fine concavo-convex structure to form a reflective layer reflecting the fine concavity and convexity of the surface. Here, 'in order to form the fine particles of the surface fine concavo-convex structure, for example, cerium oxide having an average particle diameter of 〇1 to 3 〇em, aluminum oxide, titanium oxide, zirconium oxide, tin oxide, indium oxide, and oxidation can be used. An organic fine particle composed of a non-aged, self-crosslinking or uncrosslinked polymer composed of oxygen, oxygen, and the like. The concentrating sheet is intended to be used for optical path control or the like, and may be formed as a prism array sheet, a lens array sheet, or a sheet having dots.亮度 The brightness-increasing film is intended to enhance the brightness of a liquid crystal display device, etc., for example, by using a thin film of a refractive index having an anisotropy (is〇tr〇py) different from each other and reflecting A reflective polarizing separation sheet designed to produce an anisotropic manner, a directional film of a cholesteric liquid crystal Ccholesteric liquid crystal polymer or a directional liquid crystal layer thereof is circularly polarized on a film substrate (circularly P〇iarizing reparation sheet). The optical functional layer may be used singly or in combination of two or more. Further, the light diffusion layer, the concentrating plate, and the brightness enhancement film may be provided in two or more types, respectively, 53 321482 201015127. Here, the arrangement of each optical functional layer is not particularly limited. Regarding the bonding of the optical functional amount to the second coating layer, when the second coating layer has an adhesive force to the optical functional layer, the two may be directly bonded together, or may be implemented by using an adhesive or an adhesive. . Adhesives or adhesives can also be used when bonding the optical functional layers to each other. Adhesives (also known as pressure sensitive adhesives) are preferably used from the viewpoint of ease of handling or prevention of occurrence of optical distortion. As the adhesive, an acrylic polymer, or a polyoxymethylene polymer, a polyester or a polyethyl phthalate or a polyether may be used as the base polymer © (basepolyment). Among them, it is preferable to use an optical transparency such as an acrylic adhesive, to maintain moderate wettability or cohesive force, and to have excellent adhesion, and to have weather resistance or heat resistance, etc., under heating or humidification conditions. Those who have problems with peeling such as lifting or peeling may occur. In the acrylic adhesive, a pyridyl ester of (fluorenyl)acrylic acid having a carbon number of 2 or less, such as a methyl group or an ethyl group or a butyl group, and (mercapto)acrylic acid or a mercapto group are used. The functional group-containing acrylic monomer composed of hydroxyethyl acrylate or the like has a weight average molecular weight of 100,000 or more, such that the glass transition temperature is preferably 25 t or less, more preferably 5% or less. An acrylic copolymer is used as a base polymer. Further, an adhesive layer may be provided in the polarizing plate of the present invention, and in the optical member of the present invention, the optical functional layer may be laminated, for example, on the phase difference plate. Such an adhesive layer can be used, for example, for bonding to a liquid crystal cell. The formation of the adhesive can be carried out, for example, by dissolving or dispersing the adhesive composition such as the base polymer as described above in an organic solvent such as toluene or ethyl acetate to prepare 10 to 40 wt ^ liquid, and directly coated on the polarizing plate or first = 4: heavy, the way of dissolving the adhesive layer; or ... fly the first sub-layer on the layer to form an adhesive layer, and then 々 ^ The release film is formed on the film to form an adhesive layer; on the upper or optical functional layer, etc., but the usual degree can be in the range of 1 to 50 // m. Ο Adhesive&gt;4 layers, when necessary, can be equipped with glass fiber, broken (fine s beads), tree wax beads, metal powder and other inorganic powders, such as fillers, pigments, (four), antioxidants, UV absorbers, etc. The violet-ray absorbing agent includes a salicylic acid-based compound, a benzophenone-based compound, a stupid-synchronized sigma, a cyanoacrylate-based compound, and a nickel-missing salt-based compound. The inventive polarizing plate or optical member can be suitably used for a liquid crystal display device. Fig. 1 is a schematic cross-sectional view showing a preferred example of a liquid crystal display device of the present invention which does not employ the polarizing plate of the present invention. The liquid crystal display device shown in Fig. i has two polarizing plates 3a and 3b bonded to the double-sided layer of the liquid crystal cell 2 via the adhesive layer 7. The polarizing plate on one side (the polarizing plate 3a on the upper side in Fig. 1) is disposed on the visual direction side polarizing plate when mounted on the liquid crystal display device, and has the second coating layer 6a/first from the liquid crystal cell 2 side. The composition of the coating layer 5a/polarizing film 4a/first coating layer 5a/second coating layer 6a. Further, the other polarizing plate (the lower polarizing plate 3b in the first drawing) is disposed on the backlight side polarizing plate when mounted on the liquid crystal display device, and has the second coating layer 6b from the liquid crystal cell 2 side. / The composition of the first coating layer 5b / the polarizing film 4b / the first coating layer 5b / the second coating layer 6b. 55 321482 201015127 The type of the liquid crystal cell used in the liquid crystal display device of the present invention is not particularly limited. For example, an active matrix drive type represented by a thin film transistor type can be used. Various liquid crystal cells such as a simple matrix drive (s imp 1 e matr ix dr i ve) type represented by a super twisted nematic type. The polarizing plates provided on both sides of the liquid crystal cell may be the same or different. Further, the polarizing plate or optical member of the present invention may be disposed only on one side of the liquid crystal cell. [Examples] The following examples are given to illustrate the present invention, but the present invention is not limited thereto. In the example, the "parts" and "%" of the usage amount or content are used unless otherwise noted. (Production Example 1: Preparation of a polarizing film) A polyvinyl alcohol film having an average polymerization degree of about 2,400 and a degree of saponification of 99.9 mol% or more and a thickness of 75/zm was impregnated into pure water at 80 ° C, and then The weight ratio of the moth/moth release/water at 30 °C was /2. 02/2/100 in the water-soluble solution. Then, it was immersed in an aqueous solution having a weight ratio of magnetization/blocking acid/water of 12/5/100 at 56.5 °C. Next, it was washed with pure water at 8 ° C and dried at 65 ° C to obtain a polarizing film in which iodine was adsorbed on the polyvinyl alcohol.倍倍。 The extension ratio is 5.3 times. (Production Example 2: Preparation of First Curable Composition I) The following components were mixed to obtain a first curable composition I. • 3, 4-epoxycyclohexyl decyl ester of 4-epoxycyclohexanecarboxylic acid (黛色 56 321482 201015127 chemistry (Daicel chemical) (cell) celloline 2021P): 63 parts ♦ bis(3-ethyl-3-oxetanyl fluorenyl) ether (manufactured by East Asia Synthetic Co., Ltd., Alon oxetane 0XT-221): 27 parts • Acrylic 4_hydroxybutyl Ester glycidyl ether (manufactured by Nippon Kasei Co., Ltd., 4HBAGE) : 10 parts • 4, 4 - bis[diphenyl mirror] diphenyl sulfide bis hexahydrate squash photopolymerization initiator (黛 · 科技 科技 U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U U ° 3' 4-epoxycyclohexanecarboxylic acid 3, 4_epoxycyclohexyl methyl ester (manufactured by Sigma Chemical Co., Ltd., celecocene 2 〇 21P): 21 parts. Bisphenol A type Diglycidyl ether (made by Nippon Epoxy Resin Co., Ltd., ❹ jER 828) : 49 parts. B-glycolic acid 4-butyl butyl glycidyl ether (Nippon Chemical Co., Ltd. '4HBAGE): 30 parts • 4'4 ~ double [two Photoinitiated polymerization initiator of diphenyl sulfide dihexafluorophosphate type (黛色·塞科技(4)制犹c[JRE 1590) : 5 parts (manufacturing example 4. 帛-hardening composition Modulation of III) The following components were mixed to obtain a first curable composition 57 323482 III. 201015127 • 3, 4-epoxycyclohexanecarboxylic acid 3, 4-epoxycyclohexyl decyl ester (manufactured by Sigma Chemical Co., Ltd., celecoxib 2021P): 49 parts • 3-ethyl-3 -(phenoxyindenyl)oxetane (manufactured by Toagos Co., Ltd., Alon Oxetane 0XT-211): 21 parts. 4-Hydroxybutyl acrylate glycidyl ether (Nippon Kasei ( Co., Ltd., 4HBAGE): 30 parts • 4,4'-bis[diphenyl]-diphenyl sulfide dihexafluorophosphate-based photocationic polymerization initiator (黛色·塞科技) UVACURE 1590) : 5 parts ❿ (Production Example 5: Preparation of the first curable composition IV) The following components were mixed to obtain a first curable composition IV. • bisphenol A type diglycidyl ether (made by Nippon Epoxy Resin Co., Ltd., jER 828): 49 parts • 3-ethyl-3-(indolyl fluorenyl) oxetane (East Asian synthesis) (share) system, alon oxetane OXT-211): 21 parts 10 • 4-hydroxybutyl acrylate glycidyl ether (made in Japan, 4HBAGE): 30 parts • 4, 4' - Bis[diphenylfluorenyl]diphenyl sulfide bishexafluorophosphate-based photocationic polymerization initiator (U.S.A., UVACURE 1590): 5 parts (Manufacturing Example 6: First Preparation of Curable Composition V) The following components are mixed to obtain a first curable composition V. .3, 4-epoxycyclohexane carboxylic acid 3, 4-epoxycyclohexyl decyl ester (黛色58 321482 201015127 chemistry (stock), 赛洛其塞得2021P): 56. 7 copies • double ( 3-ethyl-3-oxetanyl decyl)ether (manufactured by Toagos Co., Ltd., Alon oxetane 0Π-221): 24. 3 parts. From hydroxytrimethylacetaldehyde and Diacrylate of acetal compound formed by trimethylolpropane (manufactured by Shin-Nakamura Chemical Co., Ltd., A-D0G): 9 parts • Acrylic acid 4-pyridyl vinegar glycidyl hydrazine (Nippon Chemical Co., Ltd.) ,4HBAGE) : 10 parts • 4,4′ - bis[diphenyl sulfonyl] diphenyl sulfide bis hexafluoro sulphate® photocationic polymerization initiator (黛色·塞科技) ), UVACURE 1590) : 5 parts Here, the aforementioned A-D0G (diacrylate of an acetal compound formed from hydroxytrimethylacetaldehyde and trimethylolpropane) has a compound of the following formula.

IK ch2=chcoo-ch2 pH2-OCOCH=CH2 2CH3 (Production Example 7: Preparation of First Curable Composition VI) The following components were mixed to prepare a first curable composition VI 〇 3'4-ring Oxycyclohexanecarboxylic acid 3,4-epoxycyclohexylmethyl (manufactured by the company) 'Seloxine 2021P): 70 parts _. Bis(3_ethyloxetanylmethyl)ether ( East Asian synthesis (shared 'Alon oxetane 0XT-221): 30 parts of ' &amp; [Phenyl mirror] diphenyl sulfide dihexafluoride acid 59 321482 201015127 system photocationic polymerization Agent (Uvacure 1590): 5 parts (Manufacturing Example 8: Preparation of the first curable composition v 11) The following components were mixed to prepare a first hardening New Zealand Compound VII. .3, 4-epoxycyclohexanecarboxylic acid 3, 4-epoxycyclohexyl decyl ester (Sercer Chemical Co., Ltd. 'Seloxine 2021P): 35 parts • Double (3) -ethyl-3-oxetanylmethyl)ether (manufactured by Toagosei Co., Ltd., Alon oxetane OXT-221): 15 parts ❿. Hydroxytridecyl acetaldehyde and trihydroxyl Two of the acetal compounds formed by methyl propane Oleate (manufactured by Shin-Nakamura Chemical Co., Ltd., A-D0G): 50 parts of photocationic polymerization initiator of 4'4 double [one stupid base] dibasic sulfide bishexafluorophosphate U.S. Technology Co., Ltd., UVACURE 15 9 0 ) : 5 parts (Manufacturing Example 9: Preparation of the first curable composition VIII) 歹] The components are mixed to obtain the first curable 纟And the product VIII. ❹. 3'4-epoxycyclohexanecarboxylic acid 3, 4_epoxycyclohexyl methyl ester (Sercer Chemical Co., Ltd. 'Seloxine 2021P): 70 copies • Double Phenol A-type diglycidyl ether (made by Nippon Epoxy Resin Co., Ltd., jER828): photoantification of 3 人 human, -bis [diphenylfluorenyl] diphenyl sulfide dihexafluorophosphate hydrazine Polymerization initiator (Ukraure 1590): 5 parts 321482 60 201015127 (Production example ίο: First hardening conjugate IX. After mixing the following components, U-modulation) The first hardenable composition was obtained. 3, 1_epoxycyclohexane acid q / chemical (5) system, cyproxet H1 cyclohexyl methacrylate (黛色 21P): 7 〇 system Set Oxymethyl)oxyxanthene (East Asia Synthetic (Shares), Alon Oxetane OXT-211) ·· 3 〇 ❹ ❹ 基 基 ] 】] diphenyl sulfide dihexafluoro Sour vinegar

_ Initiator (Ukraure 1590), 5 parts (Manufacturing Example 11: Modification of the first-curable composition X) After the next knives are combined, the first - hardenable composition X. Propylene oxime 4 without butyl acetonate glycidyl group test (manufactured by Nippon Kasei Co., Ltd., 4HBAGE): 1 61 part 61 321482 1 4 bis [monophenyl fluorenyl] diphenyl sulfide bis hexafluorophosphate Photocationic polymerization initiator (黛色塞塞科技)

,UVACURE 1590) : 5 parts (manufacturing example 12. Second hardening composition * χι modulation) T first 'mix the following ingredients to obtain a hardenable composition A 季. pentaerythritol triacrylate (Xin Nakamura Chemical (Stock), A-TMM-3L): 1 part by weight. 2-hydroxy-2-mercapto-1-phenylpropane-buxone (manufactured by Ciba Specialty Chemicals, DAROCURE 1173, photoradical polymerization initiation 201015127) Agent): 5 parts of the next 'to 73 parts of the hardening composition A mixed colloidal silica (manufactured by Nissan Chemical Co., Ltd., MIBIST, cerium oxide particle size 10 to 15 nm) 30 parts (solid content) Conversion) 'The second hardenable composition XI was obtained. (Production Example 13: Modulation of the second curable composition χπ) First, the following components were mixed to obtain a curable composition B ° pentaerythritol tetraacrylate (manufactured by Shin-Nakamura Chemical Co., Ltd., SR295): ❿ 100 parts of 2-hydroxy-2-mercapto-1-phenylpropane-buxone (manufactured by Ciba Specialty Chemicals, DAROCURE 1173, photoradical polymerization initiator): 5 parts of the next 'to 7 3 parts of hardenability The composition B was mixed with 30 parts (in terms of solid content) of colloidal cerium oxide (manufactured by Nissan Chemical Co., Ltd., MIBK-ST, cerium oxide particle size: 10 to 15 nm) to obtain a second curable composition XII. 〈Example 1 &gt; The first cured product composition I obtained in Production Example 2 was applied to a polyethylene terephthalate (PET) film (Toyobo Co., Ltd.) using a bar coater , polyester film E5100). Next, a PET film in which two coating films each having the first curable composition were formed by using a bonding apparatus (manufactured by Fujipla Co., Ltd., LPA3301) so that each coating film side became a bonding surface 'After bonding to both sides of the polarizing film obtained in Production Example 1. Then, using a D valve manufactured by Fusion UV Systems, 62 321482 201015127, the laminate was irradiated with ultraviolet light at a cumulative light amount of 1500 mJ/cm 2 to cure the coating films on both sides. After the PET film on both sides was peeled off, a polarizing plate of a cationically polymerized product of the first coating layer having a film thickness on both sides of the polarizing film was obtained. Further, the thickness of the polarizing plate was measured using a film thickness measuring device (manufactured by Nikon Co., Ltd., ZC-101), and the result was 33 enj. Next, the second curable composition XI obtained in Production Example 12 was coated on a polyethylene terephthalate (PET) film (Toyobo Co., Ltd., 13⁄4 film E5100) using a bar coater. It was dried at 80 ° C for 3 minutes to remove the solvent. Then use the attachment device ({?11:)"? 13(2), 1^33〇1), two pm films each having a coating film formed of the second curable composition are formed so that the respective coating film sides are bonded surfaces On both sides of a polarizing plate having a cationically polymerized cured product of the first coating layer. Then, the laminate was irradiated with ultraviolet light at a cumulative light amount of 1500 m/cm 2 using a D valve manufactured by Melt UV Systems, Inc., to cure the coating films on both sides. Finally, after peeling off the PET film on both sides, a polarizing plate having two coat layers on both sides of the polarizing film was obtained. In addition, the thickness of the polarizing plate was measured by using a film thickness measuring device (manufactured by Nikon Co., Ltd., ZC-101), and the film thickness of the second coating layer was 10/m each (in the following examples, The comparative example is also the same). <Examples 2 to 6 and Comparative Examples 1 to 6> Except that the first curable composition I and the second curable composition XI were replaced with the curable composition shown in Table 1, the rest was the same as in the examples. , making polarizers. Here, in Comparative Example 5, the adhesion test between the polarizing film described later and the cationically polymerized cured product of the first coating layer was carried out in the stage of performing cationic polymerization hardening of the first coating layer. At 201015127, the adhesion to the second coating layer was not performed because of poor adhesion between the two. Further, in the case of Comparative Example 6, the first coating layer was not laminated, and the second coating layer was directly provided on the polarizing film. [Table 1 ]

Hardenable composition first coating layer second coating layer Example 1 I : (A) + (B) KC) + (D) XI Example 2 I : (A) + (B) + (C) + (D) XII Example 3 II: (A) + (B) + (C) + (D) XI Example 4 III: (A) + (B) + (C) + (D) XI Example 5 IV : (A) + (B) + (C) + (D) XI Example 6 V : (A) + (B) + (C) + (D) + (E) XI Comparative Example 1 VI : (A) +(C)+(D) XI Comparative Example 2 VII : (A) + (C) + (D) + (E) XI Comparative Example 3 VII : (A) + (C) XI Comparative Example 4 IX : (A +(C)+(D) XI Comparative Example 5 X : (B) + (C) - Comparative Example 6 · - XI (A): epoxy compound (B): cationically polymerizable (fluorenyl) acrylic Compound (C): Photocationic polymerization initiator (D): Oxetane-based compound (E): (fluorenyl) acrylic compound having no cationically polymerizable group <Evaluation Test> For Examples 1 to 6 and In the polarizing plates of Comparative Examples 1 to 5, the adhesion test between the cationically polymerized cured product of the first coating layer and the polarizing film was carried out. That is, in these examples, the adhesion test shown below was carried out in the state where only the cationically polymerized cured product of the first coating layer 64 321482 201015127 was provided on the polarizing film. Further, in Comparative Example 6, the following adhesion test was carried out in the state where the second coating layer was provided on the polarizing film. As a result, Examples 1 to 6 and Comparative Examples were obtained in terms of obtaining good adhesion between the polarizing film and the cationically polymerized cured product of the first coating layer! To 4, the adhesion test between the first coating layer and the second coating layer shown below was carried out in the state where the second coating layer was provided on the first coating layer to form a polarizing plate. Further, with respect to Examples 1 to 6 and Comparative Examples 1 to 4, a pencil hardness test was also carried out in the following manner. The results are shown in Table 2. (Adhesion test (cross hatch test)) After bonding a polarizing plate to a glass via an adhesive, a cutter knife is used for the protective layer (cationic polymerization cured product of the first coating layer) Or the surface of the second coating layer is engraved with 1 颜 1 square square, and a peel test is performed after the ce 11 ophane tape is attached thereto, and 100 squares are not calculated. The number of squares left by peeling. The case where the number of remaining squares is 90 to 100/100 is taken as 〇, the case of 50 to 89/100 is taken as Δ, and the case where 0 to 49/100 is taken as X. (Pencil Hardness Test) The pencil hardness of the second coating layer was measured in accordance with JIS K 5600-5-4 (scratch hardness (pencil method)). 65 321482 201015127 [Table 2]

It can be reduced ==: When the conventional WC film is compared, the polarizing plate with good adhesion between the MANN layer and the MANN layer can be obtained by the singularity and the stagnation. Further, since the mechanical strength of the protective layer is increased, when the thickness of the protective layer is thinner than that of the conventional one, even if the thickness of the protective layer is made, the shrinkage of the polarizing film 66 321482 201015127 under high temperature and high humidity is effectively suppressed. The polarizing plate of the present invention and the optical member using the polarizing plate can be suitably used for, for example, a liquid crystal display device for portable use. BRIEF DESCRIPTION OF THE DRAWINGS Fig. 1 is a schematic cross-sectional view showing a preferred example of a liquid crystal display device of the present invention using the polarizing plate of the present invention. [Main component symbol description] 1 Liquid crystal display device 2 Liquid crystal early 3a, 3b Polarizing plate 4a, 4b Polarizing film 5a, 5b First coating layer 6a, 6b Second coating layer 7 Adhesive layer 67 321482

Claims (1)

201015127 VII. Patent application scope: 1. A polarizing plate is characterized in that at least one side of a polarizing film which is formed by adsorbing a dichroic dye by a polyethylene-based resin film is provided with a first order. The coating layer and the second coating layer, wherein the first coating layer contains (A) an epoxy compound having at least one epoxy group in the molecule, and (B) having at least one cationic polymerizable property in the molecule. a cured product of a first curable composition of a cationically polymerizable (fluorenyl)acrylic compound having at least one (meth)acryloxycarbonyl group and (C) a photocationic polymerization initiator; The coating layer contains a cured product of a second curable composition having at least one (meth)acryloxy group-containing (meth)acrylic compound and a photoradical polymerization hair styling agent in the molecule. The polarizing plate of the first aspect of the invention, wherein the cationically polymerizable (meth)acrylic compound has an epoxy group as a cationically polymerizable group. The polarizing plate of the first or second aspect of the invention, wherein the sclerosing composition contains the cationic polymerizable property with respect to 100 parts by weight of the total amount of the active energy ray-curable compound contained therein. The base acid compound is 5 to 70 parts by weight. 4. For example, the polarizing plate of the item (4) to (3), wherein the first hardening composition further contains an oxetane compound. For example, in the polarizing plate of the fourth (4) to the fourth shot, the 321482 68 5. 201015127, the second hardenable composition further contains fine particles. 6. The polarizing plate of any one of claims 1 to 5, wherein the first coating layer has a thickness of 5/im or less. 7. The polarizing plate of any one of clauses 1 to 6, wherein the second coating layer has a thickness of 6 to 35 #m. 8. An optical member comprising the laminate of a polarizing plate and an optical functional layer according to any one of the above claims. A liquid crystal display device in which the polarizing plate of any one of claims 1 to 7 or the optical member of claim 8 of the patent application is disposed on one side or both sides of the liquid crystal cell. 10. A method of producing a polarizing plate, wherein at least one side of a polarizing film in which a dichroic dye is adsorbed by a polyvinyl alcohol-based resin film is formed, and the first coating layer and the second coating layer are formed in this order. A method of coating a polarizing plate to provide a method of forming an epoxy-based compound having at least one epoxy group in the molecule of ruthenium (A) on at least one side of the polarizing film, (B) a first hardenable composition of a cationically polymerizable (meth)acrylic compound having at least one cationically polymerizable group and at least one (T-based) acryloxy group in the molecule, and (C) a photoionic polymerization initiator a first coating layer forming step of the coating layer of the object; irradiating the obtained first coating layer with an active energy ray to carry out a cationic polymerization hardening step of the first coating layer; 'Forming a (meth)acrylic acid compound containing at least one (meth) acryloxy group at 321482 69 201015127 and a second curability of a radical polymerization initiator on the hardened layer The second coating layer to coating layer was formed; and a step of irradiating the activity of the second laminated product can be obtained from # ㉟ Kb㈣ to harden the bonding material Μ radical; ^ (iv) so that the two free-radical polymerization 10 321482 70