TW201035604A - Pigment group polarizing plate containing a cured resin layer - Google Patents

Abstract

This invention provides a polarizing plate having a polarizing element containing dichroic pigments wherein at least one of the dichroic pigments is a water-soluble azo pigment having a stilbene skeleton substituted with a sulfur group, or its salt. This invention also provides a polarizing plate having a polarizing element and a protecting layer on at least one side of the polarizing element, and a cured layer of a resin composition between the polarizing element and a (metha) arylate compound and a polymerization starting agent. When the polarizing plate is used in a liquid crystal projector, the burning and reddish color change are significantly suppressed and stable characteristics can be maintained even after a long period of time. The polarizing plate of this invention will not cause a reddish change under unfavorable conditions of high temperature and high humidity in use even in an image display unit of a direct-viewing type.

Description

201035604 VI. Description of the Invention: [Technical Field of the Invention] - The present invention relates to a light-resistant polarizing light in a dye-based polarizing plate, and particularly to a dye system which reduces or prevents occurrence in a liquid crystal projector or the like. The burning of the polarizing plate and the polarized polarizing plate. [Prior Art] The polarizing element is generally produced by adsorbing and aligning iodine or a dichroic dye having a dichroic dye on a polyvinyl alcohol resin film. At least one of such polarizing elements is bonded to each other by a protective layer formed of a cellulose triacetate or the like to form a polarizing plate, and is used for a liquid crystal display device or the like. A polarizing plate using iodine as a dichroic dye is referred to as an iodine-based polarizing plate. On the other hand, a polarizing plate using a dichroic dye as a dichroic dye is referred to as a dye-based polarizing plate. Among these, the dye-based polarizing plate has a problem of low contrast compared with the iodine-based polarizing plate, and has characteristics such as high heat resistance and high moist heat durability, and is therefore often used for products such as liquid crystal projectors. 5至六英11寸的。 In the case of a color liquid crystal projector, the light is greatly absorbed by the polarizing plate, and in order to make the image from tens of inches to hundreds of inches to collect light to 0.5 to 6 inches 11 inches On a small-area polarizing plate, from such a large amount of optical density, the deterioration caused by light and the heat generated by light irradiation are inevitable. Therefore, color liquid crystal projectors mostly use a dye-based polarizing plate. When such a dye-based polarizing plate is used in a color liquid crystal projector, the optical density of the polarizing plate increases as the polarizing plate is miniaturized. Further, in order to further enhance the brightness of the image, the optical density is further increased by increasing the brightness of the light source. For this reason, a polarizing plate which has high contrast ratio and excellent initial light resistance and long-term maintenance of light resistance and heat resistance even at such a high optical density of 3,321,823,2010,35,604 is sought. In view of such expectations, Patent Document 1 and Patent Document 2 disclose that a substrate having a heat dissipation function is disposed in order to escape heat generated by the polarizing plate. Such a method achieves a certain effect from the viewpoint of heat dissipation. However, in recent years, in order to make the direction of the absorption axis of the polarizing plate parallel to the optical density and heat, a new problem that the measured parallel transmittance is greatly reduced (hereinafter referred to as burning or burning phenomenon) occurs. The burning is mainly caused by the polarizing plate for the blue light source of the liquid crystal projector, and such a problem is being sought for improvement. In response to such a demand, measures such as cooling the polarizing plate by air blowing or the like have been proposed, or countermeasures such as the use of an inorganic polarizing plate described in Patent Document 3 have been proposed. In addition, the polarizing plate is used in various situations and also has high heat and humidity resistance. As disclosed in Patent Document 4, a polarizing plate having a cured layer of a polymerizable compound of an acrylonitrile group is disposed on a polarizing element made of a hydrophilic polymer. [Patent Document 1] [Patent Document 1] Japanese Laid-Open Patent Publication No. 2000-112208 [Patent Document 2] JP-A-2007-256898 [Patent Document 3] JP-A-2008-065278 Japanese Unexamined Patent Publication No. 2008-065222 (Summary of the Invention) (Problem to be Solved by the Invention) 321823 201035604 1...The countermeasures for the suppression of the environment are not sufficient, but the inorganic base y is used for the air supply or the like. The price of the cold plate) is too high. Therefore, f should be able to (4), polarizing plate (inorganic polarizing, in addition, the low-density polarizing plate of the projector in a high-humidity environment). When the polarizing plate used is exposed to Gaomao*, the dye in the projector is polarized. The board will also change:: Even if it is a board using inorganic filaments, it is an improvement method for the purpose of solving the above problems. (Means for solving the problem) Seriously reviewing in order to solve the above problems As a result, it was found that the polarizing plate of the following characteristics contained: a polarizing element; the seeding of the second type of the four-layered (four)-stained sputum, and the protective layer of the side; Between the polarizing element and the protective layer, a cured layer (resin cured layer) containing a resin composition of a polymerizable wax and a polymerization initiator, particularly an acrylate-containing compound or a methacrylate compound ( The hardened layer of the resin composition of the (meth) acrylate compound and the photopolymerization initiator (hereinafter also referred to simply as the acrylic slab cured layer) is particularly preferable, and the burning of the polarizing plate can be greatly improved. The present invention can also be completed by inhibiting reddening. That is, the present invention relates to the following inventions: 1. A polarizing plate' comprising polarized light having a dichroic dye: a component, and the monochromatic dye At least one of them is a water-soluble azo dye having a diphenylacetonitrile skeleton or a salt thereof; a protective layer possessed on at least one side of the polarizing element; and a (fluorenyl group) contained between the polarizing element and the protective layer Acrylate 5 321823 201035604 A cured layer of a resin composition of a compound and a polymerization initiator. 2. The polarizing plate of the above item 1, wherein the polarizing element contains a crosslinking agent, which is a stretched hydrophilic polymer. The polarizing plate according to any one of the above items, wherein the water-soluble azo dye having a stilbene skeleton has at least one of the following formula (1) as a free acid; A water-soluble azo dye of the stilbene skeleton, a salt thereof or a copper salt-salt dye thereof.

4. The polarizing plate according to any one of the items 1 to 3, wherein the dichroic material is an azo dye, and the resin composition contains at least a water-soluble azo dye having a stilbene skeleton. And a resin composition of an azo dye of both water-soluble azo dyes which do not have a distyrene skeleton. 5. The polarizing plate according to any one of items 1 to 4 above, wherein at least one of the (meth) acrylate compounds is a (fluorenyl) acrylate compound having at least one hydroxyl group in the molecule. 6. The polarizing plate according to any one of items 1 to 5 above, wherein at least one of the (fluorenyl) acrylate compounds is a (meth) acrylate compound composed of a bisphenol A derivative. 7. The polarizing plate according to any one of items 1 to 6, wherein the resin composition comprises at least one anti-deterioration aid. 8. The polarizing plate according to any one of items 1 to 7, wherein the protective layer and the 6321823 201035604 polarizing element have a carrier layer, wherein the cured layer of the resin composition is disposed on the protective layer Between this adhesive and Zhan. The polarizing plate according to any one of the items 1 to 8, wherein the protective layer is disposed on both sides of the polarizing element, and the cured layer of the resin composition is disposed at least one of light incident on the polarizing element side. 10. The polarizing plate according to any one of items 1 to 9, which has an adhesive layer on one side. 11. The polarizing plate according to any one of items 1 to 1 above, wherein the protective layer 醋酸 is a cellulose acetate resin. A liquid crystal display device using the polarizing plate according to any one of items 1 to 11 above. A liquid crystal projector using the polarizing plate according to any one of items 1 to 1 above for a blue light source. 14. The polarizing plate according to any one of items 1 to 11, wherein the azo dye having a stilbene skeleton comprises at least C.I. Direct Orange 39. a polarizing plate characterized by comprising: a polarizing element containing a dichroic dye, and at least one of the dichroic dyes is a water-soluble galvanic dye having two sulfonate-substituted ethylene-brazing skeletons or a salt; a protective layer provided on at least one side of the polarizing element; and a hardened layer containing a resin composition of a (meth) acrylate compound and a polymerization initiator between the polarizing element and the protective layer and The composition ratio of the resin composition is from 1 to 10% by weight of photopolymerization of the (meth) acrylate compound of 70 to 99 wt%/0 relative to the total solid content of the resin composition after solvent removal. Starting agent, 321823 201035604 and 0 to 20% by weight of other optional ingredients, and (f-based) acrylate compound having a bisphenol fluorene skeleton as (mercapto) propyl acrylate compound (meth) propylene 5 to wt% of the total amount of the acid vinegar compound. The polarizing plate according to any one of the above items, wherein the (meth) acrylate compound having a bisphenol A skeleton is a bisphenol A bicyclic ring. A reaction product of oxypropyl ether and acrylic acid. 17. The polarizing plate according to any one of the above items, wherein the (meth) acrylate compound having a bisphenol A skeleton (meth) The acrylate compound is a (meth) acrylate compound having 3 to 6 (meth) acrylonitrile groups. A polarizing plate characterized by having a protective layer on at least one side of a polarizing element containing a dichroic dye, and having a resin cured layer between the polarizing element and the protective layer. 19. The polarizing plate according to item a above, wherein the polarizing element contains a crosslinking agent and is formed of a stretched hydrophilic polymer. (Effect of the Invention) The dye-based polarizing plate of the present invention can greatly improve light resistance and heat resistance, and in particular, can suppress cauterization and also reduce reddening. [Embodiment] Hereinafter, the present invention will be described in detail. The polarizing element used in the present invention contains at least one dichroic dye, and preferably 疋3 has at least one water-soluble azo dye having a stilbene skeleton or a salt thereof (including a metal salt of copper or the like) (hereinafter also Referred to as a water-soluble azo dye having a diphenylethylene skeleton. The polarizing element includes, for example, a polarizing element obtained by adsorbing a 321823 8 201035604 chromatic dye on a polymer and uniaxially stretching, a polarizing element aligning a liquid crystal compound containing a dichroic dye, and containing *2 A dehydrated material of polyvinyl alcohol of a color dye or a polyene type alignment film (polarizing element) formed of a desalted acid-treated product of polyvinyl chloride. The most preferred polymer used for polarizing elements is a hydrophilic polymer. The hydrophilic polymer is, for example, a polyvinyl alcohol resin, an amylose resin, a starch resin, a cellulose resin or a polyacrylate resin, but is not limited thereto. Among these, a polyvinyl alcohol-based resin is preferable in terms of dyeing C) properties and cross-linking properties when a dichroic dye is contained. Hereinafter, a method for producing a polarizing element will be specifically described using a polyvinyl alcohol-based resin film as an example. The method for producing the polyvinyl alcohol-based resin constituting the polarizing element is not particularly limited, and it can be produced by a known method. The method for producing the polyvinyl alcohol-based resin can be obtained, for example, by saponifying a polyvinyl acetate-based resin. The polyvinyl acetate-based resin may, for example, be a copolymer of vinyl acetate and another monomer (copolymerizable component) copolymerizable with vinyl acetate alone, such as ethylene- Vinyl acetate copolymer, etc. In the case of a copolymer, it is preferred that the composition of vinyl acetate is more than 50 mol%, and the proportion of the copolymer component is less than 50 mol%. It is usually preferred to use a separate polymer of vinyl acetate. Examples of the other monomer copolymerized with vinyl acetate include, for example, an unsaturated carboxylic acid, an olefin such as ethylene, an ether ether or an unsaturated sulfonic acid. The degree of saponification of the polyvinyl alcohol-based resin is usually 85 to 100 mol%, more preferably 95 mol% or more. The polyvinyl alcohol resin can be further modified by 9 321823 201035604. The modified polyvinyl alcohol-based resin is exemplified by an aldehyde-modified polyethylene glycol, for example, polyethylene formaldehyde or polyvinyl acetal. The degree of polymerization of the polyethylene glycol-based resin is usually from 1,000 to 10,000, more preferably from 1,500 to 5%. The product obtained by forming the polyethylene glycol-based resin can be used as a germ film. The method for forming a film of a polyvinyl alcohol-based resin is not particularly limited, and a film may be formed by a known method. In such a case, the polyvinyl alcohol-based resin may contain, for example, glycerin, ethylene glycol, propylene glycol or a low molecular weight polyethylene glycol as a plasticizer. The surface area is preferably from 5 to 2% by weight, more preferably from 8 to 15% by weight. The thickness of the membrane formed by the poly-b- __ lipid is not determined by the special ship, and (4) is preferably 5 to 15 G/zm, more preferably 10 to 100 «. The vinyl alcohol resin film is subjected to a swelling treatment. = ί immersed in a liquid of 5 rc to (5) minutes in a liquid of 5 rc: / The liquid used is light in water. When the polarizing element is to be shortened, it is also possible to treat the dye in the dyeing process at this stage. The opening is inflated, so the dyeing process is saved. The dye is applied to the polyvinyl alcohol-based resin film. The time of the ==:= dichroic property can be appropriately adjusted to 5 to 5 〇 C. The best thing is between the hearts of the minutes. It is preferred to treat a solution of two to: - = more preferred dye-dye dyes. However, depending on the case of 321823 10 201035604, it is also possible to apply the solution to the polyvinyl alcohol-based resin film. The concentration of the dichroic dye in the solution containing the dichroic dye is not particularly limited, and is usually about 0. 〇01 to 2% by weight, preferably 〇. 005 to the total amount of the solution. 1% by weight. In the dichroic dye, the proportion of the water-soluble azo dye having a stilbene skeleton is usually from 40 to 100% by weight, preferably from 50 to 90% by weight, more preferably from 60 to 80% by weight. %. The remaining part is the other dichroic water-soluble argon nitrogen dye. The solution containing the dichroic dye may contain sodium chloride, sodium sulfate, anhydrous sodium sulfate or sodium trimerate as a dyeing assistant. Among them, a salt of a tripolyphosphoric acid such as sodium tripolyphosphate (an alkali metal salt is preferred) is preferred. The content of the dyeing auxiliary varies depending on the dyeability, dyeing time, and dyeing temperature of the dye to be used. 01至2。 The degree of ❹ 至 至 至 至 至 至 至 至 至 至 至 至 至 至 至 至 至 至 至 至 至 至 至 至 至 至 至 至 至 至About weight%. The dichroic dye is preferably one having a good degree of polarization by alignment. In particular, it is preferred that the hydrophilic polymer has high dichroism in dyeing and alignment. Examples of the dyes include azo dyes, anthraquinones, and/or quinoline yellows. Preferred examples are water-soluble azo dyes. The azo-based dichroic compounds described on pages 98 to 100 of "Application of Functional Colorings" (published by CMC, Inc., edited by Masahiro Masahiro, First Edition) can be used. In particular, those with higher dichroism are preferred. A dye with high dichroism, for example, C-Ι Direct Yellow 28 (C. I. Direct 11 321823 201035604

Yellow 28), CI Direct Yellow 12 (C. I. Direct Yellow 12), CI Direct 39 (C. I. Direct Orange 39), CI Direct Yellow 44, CI Direct Orange 26 (CI Direct) Orange 26), CI Direct Orange 107 (C. I. Direct Orange 107), C. I. Direct Red 2, CI Direct Red 31, CI Direct Red 79 (CI Direct) Red 79), CI Direct Red 81, CI Direct Red 247, CI Direct Green 80, CI Direct Green 59, and Japan JP 2001-33627, JP-A-2002-296417, JP-A-2003-215338, WO2004/092282, JP-A-2001-0564112, SHOPPEN-Open 2001-027708, JP-A-11-218611, Japan-Special Kaikai- An organic dye described in Japanese Unexamined Patent Publication No. Hei. No. Hei. In addition to the free acid, such an organic dye can also be used as a metal salt (e.g., sodium salt, potassium salt, bell salt), money salt or an amine salt. However, the one-color dye is not limited thereto, and a conventional one-color organic compound can be used. According to the present invention, at least one dichroic dye is preferably a water-soluble azo dye having at least one distyrene skeleton or a salt thereof (a metal-substituted salt containing a copper-stack salt or the like). The stilbene skeleton is preferably represented by the following formula (1). The sulfo group (~S〇3H) in the formula (1) may also be a salt. 12 321823 201035604

The water-soluble azo dye having a stilbene skeleton can exhibit an excellent effect of suppressing burning and reddening. A water-soluble azo dye having the stilbene skeleton can be used. Preferably, a disazo dye, a triazole dye, a tetrazole dye, or the like is preferred. Further, depending on the case, a disazo dye and/or an azole dye is preferred. A preferred ratio of the disazo dye to the total amount of the water-soluble azo dye containing the stilbene skeleton is from 5 to 1% by weight, more preferably from 60 to 100% by weight. With respect to the present specification, an oxyazo group having an oxygen atom in the azo group can also be calculated as an azo group, and may also be referred to as a disazo dye or a triazole dye. The water-soluble azo dye having a stilbene skeleton used in the present invention is preferably CI Direct Orange 39, and preferably 15 to 8 Å for the total amount of the azo dye. The content by weight%. As the water-soluble azo dye having a stilbene skeleton, a preferred bisazo dye' is exemplified by the following dyes.

Na〇3S-^N^^Q-N=N-Q^H=CH-Q.NHj S〇3Na C, l.Direct Orange 39 Special opening 11-218611 (4) 321823 13 201035604 N〇2

Hs〇2 〇-Q^=N..^-.CH=CH-^-N=W-^-OC2H5 S03Na SO^Na ClDirect Yellow 12 In addition, as a water-soluble azo dye having a stilbene skeleton, Preferred triazole dyes are listed below. Special open 2001-56412 compound No 1

No1 Ν=Ν-〇^〇Η The above C.I. Direct Orange 39 is preferred. In the present invention, a polarizing plate comprising a polarizing element of the above-mentioned dye is used, and an effect that the burning does not occur remarkably occurs. _ Above the other organic dyes other than the δ-supported dichroic dye, the necessary it can be used together. Different types of polarizing elements are different depending on the type of neutral color, the color polarizing element for liquid crystal projectors, and other colors. The proportion of the matching is arbitrary = limited, according to the requirements of light source, hue and the like, the matching amount can be dyed step, and the next step is called the washing step! ). Washing step Buding step (the step of washing the dye attached to the surface of the film by attaching no 321823 14 201035604 to the polyvinyl alcohol resin film at the time of the dyeing step, according to the washing step. The progress of 1 can prevent the transfer of the dye in the treatment liquid. In the washing step 1, water is usually used, and the method of washing is generally carried out by dipping the dyed resin film obtained above into the washing water. In the case where the washing water flows over the dyed resin film, the washing effect can be achieved. The washing time is not particularly limited, and is preferably from 1 to 300 seconds, more preferably from 1 to 60 seconds. The water temperature in the washing step 1 must be a temperature at which the hydrophilic polymer does not dissolve, and is usually washed at 5 to 40 ° C. After the dyeing step and the washing step 1, the crosslinking agent and the water resistance are added. The step of the agent, for example, a boron compound such as boric acid, borax or ammonium borate, a polyvalent aldehyde such as glyoxal or glutaraldehyde, a biuret type or a polyisocyanurate type or Diversification such as block type A titanium compound such as a cyanate ester compound or a titanyl sulfate. Further, ethylene glycol glycidyl ether, polyfluorene Q amine, epichlorohydrin or the like may be used as the crosslinking agent. In the case of a water resistant agent, succinic acid, ammonium persulfate, calcium perchlorate, benzoin ethyl ether, ethylene glycol diepoxypropyl ether, propylene glycol diepoxypropyl ether, ammonium chloride or magnesium chloride is exemplified. The above-mentioned ones are not necessarily required, but it is generally preferred to use a boric acid as a crosslinking agent, and a water-repellent agent may be used together with a crosslinking agent as needed, and at least one or more of the above-mentioned crosslinking agents and / or the water-resistant agent is added to the above-mentioned washed dyed resin film according to a usual method. Usually, it is preferable to impregnate the washed dyed resin film with a cross-linking agent and further respond to the water resistance required by 15321823 201035604 In the solution of the agent (preferably in the aqueous solution), the crosslinking agent (and further the required water-preserving agent) is allowed to permeate into the resin film. Further, depending on the situation, the crosslinking agent may be contained and further reacted. needed The solution of the aqueous solution is applied to the surface of the dyed resin film after washing. The solvent at this time is not particularly limited, and is preferably water. In the step of adding a crosslinking agent or a water-repellent agent, the solvent is in the solvent.至至0. 0重量%。 This step of the step of the present invention, the concentration of the cross-linking agent is preferably 0. 1 to 6. 0% by weight, more preferably 1.0 to 4. 0% by weight. The solvent temperature is preferably from 5 to 70 ° C, more preferably from 5 to 50 ° C. The treatment time of this step is preferably from 30 seconds to 6 minutes, more preferably from 1 to 5 minutes. It may also be referred to as a cross-linking treatment or a water-resistant treatment. Further, depending on the case, this processing step may be omitted when cross-linking treatment or water-resistant treatment is not required. After the dyeing step or the washing step 1 and after the step of adding the crosslinking agent or the water resistant agent, the stretching step is carried out. The stretching step is a step of stretching the polyvinyl alcohol film along a uniaxial direction. The stretching method may be either a wet stretching method or a dry stretching method. The dry stretching method is usually carried out in the air at a normal temperature to 180 ° C and a humidity of 20 to 95% RH. The dry stretching method is exemplified by an inter-roller stretching method, an affinity heating stretching method, a light pressure stretching method, or an infrared heating stretching method. However, there is no particular limitation in such stretching methods. The stretching step may be one stretch or two or more stretches. The wet stretching method is carried out in water, a water-soluble organic solvent or a mixed solvent. It is preferred to carry out the stretching treatment while being immersed in the solution containing the crosslinking agent and the water-repellent agent required for the dissolution. For the crosslinking agent, for example, the above-mentioned crosslinking agent, and the like, and the water-repellent agent is, for example, a water-resistant agent exemplified above. • The crosslinking agent is preferably boric acid. Generally, the wet stretching treatment is preferably carried out in an aqueous solution containing a crosslinking agent. The weight of the cross-linking agent is preferably from 0.5 to 15% by weight, more preferably from 2.0 to 8.0% by weight, based on the total amount of the aqueous solution. 0至8. 0重量百分比更优选。 Preferably, in the presence of a water-repellent agent, the concentration of the water-repellent agent, relative to the total amount of the aqueous solution, for example, preferably from 0.5 to 15% by weight, more preferably from 2. 0 to 8. 0% by weight. The draw ratio is preferably from 2 to 8 times, more preferably from 5 to 7 times. The temperature of the stretching treatment is preferably from 40 to 60 ° C, more preferably from 45 to 58 ° C. The stretching time is usually from 30 seconds to 20 minutes, preferably from 2 to 5 minutes. The wet stretching step may be one-stage stretching or two-stage or more multi-stage stretching. After the stretching step, the surface of the film is washed with a crosslinking agent and/or a water-repellent agent or a foreign matter is adhered thereto, so that the surface of the cleaning film is washed (hereinafter referred to as "cleaning step 2"). The washing time is preferably from 1 second to 5 minutes. 0 The washing method is preferably impregnated in the washing solution. Further, the washing solution can also be washed by flowing through the polyvinyl alcohol-based resin film. It can be washed for one period or multi-stage for two or more stages. The temperature of the solution in the washing step is not particularly limited and is usually 5 to 50 ° C, preferably 10 to 40 ° C. Examples of the solvent to be used for washing include water, disulfoxide, N-decylpyrrolidone, methanol, ethanol, propanol, isopropanol, glycerol, ethylene glycol, propylene glycol, and diethylene glycol. And a solvent such as an alcohol such as triethylene glycol, tetraethylene glycol or trihydroxyhydrazine propane, an amine such as ethylenediamine or diethylenetriamine, but is not limited thereto. Further, it is also possible to use a mixture of two or more of these 17321823 201035604 solvents, but the most preferred solvent is water. After the f stretching step or the washing step 2, then (4) drying is carried out by using natural drying or heating air blowing: ', . In order to obtain two more drying efficiencies, the membrane surface of the membrane is made of compression, air knife or water absorbing roller, etc.: The effect of the yarn is better. The drying temperature is preferably from 2 g to (10) C ', more preferably from 6 〇 to c. The drying time is usually about the degree of the clock, preferably from 5 to 10 minutes. The polarizing element obtained by the 20-knife has a transparent protective layer at least on the surface, and a resin cured layer between the protective and polarizing elements. Preferably, the cured layer of the acid resin is disposed to obtain the polarizing plate of the present invention. The transparent protective layer may be a protective layer formed of a polymer, or may be a protective layer formed of an inorganic substrate. The protective layer formed of the polymer may form a form of a coating layer or a laminated layer type configured as a polymer film. = For the transparent polymer forming a transparent protective layer, generally any transparent polymer with good thermal stability can be used as a protective layer of the polarizing element and a transparent protective layer of the polymer, for example, three cool Acid cellulose or cellulose acetate resin such as cellulose diacetate, poly(meth)acrylic resin 'polyvinyl chloride resin, polyester resin, poly(methyl) aryl vinegar resin, I ene resin (for example, poly An aliphatic chain polyolefin such as ethylene or polypropylene, a cyclic polyolefin having a norbornene skeleton, or the like may be used. Further, the polymer may be a polyimine resin and/or a polyamide resin, a polyoxyalkylene resin or the like. Further, the transparent protective layer may be a polymer layer having liquid crystallinity. The thickness of the protective layer is 321823 18 201035604 degrees, for example, to the extent of 0.5 to 2 〇〇 # m. Examples of the protective layer composed of the inorganic substrate include crystal, sapphire, glass, and the like. The protective layer can be on one side of the polarizing element or on both sides. A preferred protective layer may, for example, be a protective layer made of cellulose acetate resin. When the transparent protective layer is bonded to a polarizing element, an adhesive is usually used. In the polarizing plate of the present invention, at least one surface of the polarizing element must have the above-mentioned resin cured layer between the transparent enamel layer and the polarizing element. = hang, as described below, a tree riding layer is disposed on the side of the side where the transparent protective layer and the polarizing element are in contact, and then the _ hardened layer and the polarizing I are bonded as an adhesive; in the polarizing element and protection The side on which the layer is in contact is provided with an A-tree riding hardened layer, and the resin cured layer and the protective layer are pasted with an adhesive to form the polarizing plate of the present invention. The protective layer is generally preferably disposed on both sides of the polarizing element. The squeaking of the adhesive is not particularly limited, and it is preferred that the polyvinyl alcohol is widely available. In the case of a polyvinyl alcohol-based adhesive, G〇HSEN〇LRTMNH_26 (Japan ^ ^ # PI ^ t). EXCEVALRTMRS-2117 (manufactured by Kuraray Co., Ltd.) is taken as an example, but not limited thereto. And in this specification, the superscript RTM stands for the meaning of a registered trademark. A crosslinking agent and/or a water resistant agent may be added to the adhesive. In the polyvinyl alcohol-based adhesive, a maleic anhydride-isobutylene polymer can be contained as a water-resistant agent. In addition, it can contain a crosslinking agent with the water agent. Examples of the butyl bond-acid needle-isobutylene copolymer can be exemplified by: is〇_rtm 8, ISOBAMrtm#〇4, ammonia modification IS〇BA『#1〇4, ammonia modification 19 321823 201035604 ISOBAMrtm#11〇 Kuraray Co., Ltd. manufactures and sells products such as yttrium imidized IS〇BAM<m«#3〇4, yttrium imide I S0BAMrtm #310. Examples of the crosslinking agent to be used together with the water-repellent agent include, for example, a water-soluble polyepoxy compound. The water-soluble polyepoxy compound is, for example, DENACOL EX-52l (Nagase chemteX Co., Ltd.), TETRAD-C (manufactured by Mitsubishi Gas Chemical Co., Ltd.). Further, as the adhesive other than the polyvinyl alcohol-based resin, a known adhesive such as an amine phthalate-based, acrylic or epoxy-based adhesive can be used. Further, as an adhesion force of the n ^ ascending agent and the purpose of water resistance, an additive such as a compound having a concentration of 〇 1 to 10% by weight, a vapor compound, an iodide or the like may be contained. The additive is not particularly limited. When the polarizing plate of the present invention is bonded to a display device such as liquid crystal or organic electroluminescence, various functions for improving the viewing angle and/or contrast can be disposed on the surface of the protective layer which is a non-exposed surface after bonding. Sex layer, functional layer with enhanced brightness. On the surface of the protective layer of the polarizing plate, various functional layers and the like are attached to the polarizing plate, and the protective layer of the polarizing plate is disposed. Vi or 'In the case where various functional layers are disposed on the surface of the protective layer of the polarizing plate, the bonding of the various functional layers to the display device is preferably carried out using an adhesive. The protective layer of the polarizing plate on the other side, in other words, the protective layer exposed surface which is not bonded to the display device, may have various functional layers such as an antireflection layer, an antiglare layer, and a cured film layer. . It is preferable to use a coating method for the production of layers having various functionalities, or to bond the functional film 20 321823 201035604 with a coating agent or a lacquer. Further, the functional layer may also be a layer for controlling the phase difference. In the present invention, when the protective layer is disposed on the polarizing plate, the tree and the object layer are disposed between the protective layer of the polarizing plate and the polarizing plate. Specifically, when the second cured layer is disposed on the polarizing plate, for example, when the polarizing plate is composed of u, / adhesive layer (L) / polarizing element / adhesive layer (Μ) / protective layer, At any position between the protective layer and the adhesive layer or subsequently between the polarized 7° members, the resin above the layer can be configured to be harder than $, and at least one layer of resin is disposed on the light incident surface of the polarizing element. The hardened layer passes the light through the hardened layer of the money, and the incident is preferred to the main component. The resin cured layer may have only one layer, and two or more layers may be disposed under the necessary H. In general, it is preferred to arrange the resin cured layer on each of the polarizing element and the > side.

The protective layer (1) and the (L) in the adhesive layer (L) and the like of the G-value soil are the light-emitting side of the polarizing member when the device is not attached (the light-irradiating plate is covered by the light-shielding layer) (8) in the (Μ) and the adhesive layer (Μ), etc., is the (4) emission side of the polarized light when the device is not attached to the device. When the device is attached to the display device, at least = optical element First, due to the specific effect / achieve financial, especially can inhibit the burning and red. - The best is the Department of the Department as shown in Figure 1 or Figure 2, the tree is the remaining layer of the protective layer (L) is between the adhesive layer α). The cake, the tree 曰 can also be improved in the adhesive layer (L) and the polarizing element, between the ten pieces. Furthermore, it is also possible to arrange two layers of the hardened layer of the tree. When 321823 21 201035604 two or more layers of the cured resin layer are present, it is preferable to have one layer or more layers on the light incident surface and the exit surface of the polarizing element. Further, in this case, it is more preferable to arrange the resin cured layer at a position close to the polarizing element, and it is more preferable to improve durability. It is preferable to arrange the resin cured material layer on the protective layer in consideration of easiness of production, etc., and to manufacture the polarizing plate by using the adhesive and the polarizing element in the adhesive layer. The resin cured layer is preferably an acrylic resin cured layer. Specifically, θ, as shown in FIG. 3 or FIG. 4, the polarizing plate of the present invention is more preferably one side of the polarizing element (incident side of light), and resin hardening exists between the protective layer and the adhesive layer. In the material layer, the resin cured layer is configured to pass through the adhesive layer and the polarizing element, and is disposed on the other side of the polarizing element (the side on which the light is emitted), and exists between the protective layer (L) and the adhesive layer. A resin cured layer having a structure in which a polarizing element is passed through the adhesive layer. A polarizing plate having the resin cured layer on both sides of the polarizing element. In the polarizing plate of the present invention, the resin cured layer can be directly attached to the polarizing element without passing through the adhesive layer (in this case, the cured resin layer also functions as an adhesive layer). However, from the viewpoint of good adhesion or prevention of transfer of unreacted monomers in the cured resin layer to the polarizing element, generally, an adhesive layer is disposed between the polarizing element and the cured resin layer. good. The adhesive may also have an anchor coating layer depending on the case. In addition, in order to obtain a polarizing plate having better light resistance or high durability against red deformation, not only a layer of a resin cured layer but also a layer of a resin cured layer may be disposed on either side of the polarizing element, either on either side or on both sides of the 321823 22 201035604 side. Two or more layers of a plurality of resin cured layers are disposed to form a multilayer. The resin cured layer of the present invention is not particularly affected as long as it contains a polymerizable resin (polymerizable monomer) and a cured layer of a resin composition of a polymerization initiator. Preferably, it is a light-transmitting transparent layer made of a cured product of a resin composition containing a (meth) acrylate compound and a photopolymerization initiator. Further, it is preferable that the resin cured layer is not added with an additive which lowers light transmittance.

fS The composition of the cured resin layer is usually a (meth) acrylate compound, which is preferably 50 to 99, based on the total amount of the resin composition (only the solid content is the same). 9 wt%, more preferably 70 to 99 wt%, and most preferably 8 wt to gg wt%. The polymerization initiator is preferably a photopolymerization initiator, and the ratio is preferably from 1.9 to 12% by weight, preferably from 1 to 10% by weight, more preferably from 2 to 10% by weight. And any other optional component is from 0 to 30% by weight, preferably from 〇 to 2% by weight, more preferably from 〇 to % by weight, and a polymerizable resin composition having the above ratio combination is preferred. Further, according to the case of the resin composition, the (meth) acrylate compound accounts for 90 to 99.9% by weight, preferably 90 to 99% by weight, and the polymerization initiator is preferably a photopolymerization initiator. It is preferably 1 to 1% by weight, preferably 1 to 1% by weight, and more preferably the polymerizable resin composition having the above ratio combination. The above resin composition may contain a polymerizable resin, other components other than a fluorene (meth) butyl ketoacetate compound and a photopolymerization initiator, for example, various monomers, oligopolymers, and oxidation.矽Sol and various additives. These are not particularly limited as long as they are transparent to the cured or cured product of the resin composition, such as 321823 23 201035604, and the like, and the concentration thereof. The content of the optional component is limited to the fine (four) as long as it does not affect the hardening of the resin composition and can exhibit the hair _ silk material. In autumn, the total amount of the resin composition is usually in the range of 〇30% by weight, preferably in the range of 0° to 0% by weight of Q/20, more preferably Within the range of 〇 to 10% by weight. In the above resin composition, in addition to the solvent, the polymerizable resin is preferably a (mercapto) acrylate compound and a photopolymerization start turtle, 80 watts of the 4 θ s leaf 1 with respect to the total amount of the resin composition. More than %, more preferably 95% by weight, more preferably 98% by weight or more, and the upper limit may be 1% by weight. In such a case, the remaining part is any other arbitrary component. In particular, the total amount of the compound of the (fluorenyl) propionate acid and the photopolymerization is 95 44% or more or more preferably 98% by weight or more and less than (10) by weight (4). Suppresses burning, different effects. Further, when the total amount of the other optional components is from 0.01 to 5% by weight based on the total amount of the resin composition, the remaining portion is the (meth) propyl acetoacetate compound and the photopolymerization initiator 'relative to the remaining portion The total amount of both, the ratio of the two is, respectively, the (meth) acrylate compound 99 to 99 9 wt% 'preferably 90 to 99 wt%, and the polymerization initiator 〇. } to 1 〇 weight = preferably It is 1 to 10% by weight. A preferred method for forming the cured resin layer on the polarizing plate is as follows: (1) a resin composition containing the (meth)acrylic acid vinegar compound and the photopolymerization initiator 2, which is applied to a film for a protective layer. The surface (the surface on the side opposite to the polarizing element) is provided with a layer formed of a polymerizable resin composition, and after the layer is photohardened to form a resin cured layer, the surface of the cured resin layer is 321823 24 201035604 a method of bonding a subsequent agent to a polarizing element; (2) directly coating the resin element on the polarizing element, and directly forming a layer formed of a polymerizable resin composition on the polarizing element. a method of forming a protective layer on the cured resin layer by photohardening to form a resin cured layer; (3) Further, depending on the case, in the above method (1), the film for the protective layer is used. The surface (the surface on the side opposite to the polarizing element) is provided with a layer made of a polymer resin composition, and is directly bonded to the polarizing element without photohardening, and then photohardened without passing through the adhesive layer. Partial a method of directly forming a resin cured layer on the surface of the element; further coating the resin composition on the release film, performing photohardening to form a cured resin layer, transferring or laminating the cured resin layer to A film for a protective layer or a method of a polarizing element. The method of applying the above resin composition is not particularly limited, and is, for example, a rotary k-belt method, a wire-bar coating method, a gravure coating method, a micro-gravure P ^ cloth method, a calender coating method, or a spray coating method. A method such as a coating method or a liquid surface coating method. The resin composition (polymerizable resin composition) of the stomach may be a polymer resin, a (meth) acrylate compound, a polymerization initiator (preferably a photopolymerization initiator), and an additive necessary thereto. When the enamel finish is obtained by appropriate mixing, the solvent which can be removed after coating can be used by diluting it with a sputum or a sputum. The polymer resin is a (meth) acrylate compound. The sulfonate '(, methyl) propylene _ compound may be only one type, and usually it is preferably used in combination of two kinds of 乂t. In the case where two or more are used in combination, a (meth) acrylate compound having at least one hydroxyl group in the molecule and a (meth) acrylate compound having no hydroxyl group in the molecule 321823 25 201035604 are preferably used in combination. The content of the (f-) acrylate compound having at least one hydroxyl group in the molecule is from about 20 to 7 % by weight, preferably from 25 to 60 % by weight, based on the total amount of the (meth) acrylate compound. More preferably, it is 4〇 to 6〇% by weight. The remaining portion is a (meth) acrylate compound having no hydroxyl group in the molecule, and preferably a compound having 2 to 6 methacryl fluorenyl groups, more preferably 3 to 6 methacrylic groups. A sulfhydryl compound. The (meth) acrylate compound having at least one hydroxyl group in the molecule is preferably one having at least 2 to 2 hydroxyl groups in the molecule. These may be exemplified by: condensation of a polyol having 2 to 6 carbon atoms of 2 to 15 with (meth)acrylic acid to obtain a fluorenyl group having 5 to 5 (fluorenyl) propylene groups and 2 to 2 hydroxyl groups. The (meth) acrylate compound (however, the total of the hydroxy group and the (meth) acrylonitrile group is 2 to 6). Alternatively, the above polyol is preferably a (meth) acrylate compound obtained by reacting a glycidyl ether of ethylene glycol with (meth)acrylic acid. In addition, as for the other two or more kinds, a (meth) acrylate compound having a bisphenol A skeleton and another (meth)= enoate compound (to have 2 to 6) are used. A (meth)propionic acid vinegar compound of a methyl methacrylate group is preferred, and a (meth) acrylate compound having 2 to 6 (meth) propyl fluorenyl groups is more preferably used in combination. The combination of the (meth) acrylate compound having a bisphenol A skeleton is preferable as described below to further improve the resistance to burning. Further, depending on the case, the resin composition is a poly(meth) acrylate compound having two or more (meth) acryl oxime groups, and preferably 321823 26 201035604 is ', there are 2 to 6 (methyl groups). The propylene-based poly(methyl)propionic acid vinegar compound contains about 5 Å to 1 〇〇% by weight relative to the total amount of the (meth) acrylate compound. 100% by weight, and the remaining portion is also preferably a mono(meth)acrylate compound. The mono(meth)acrylate compound 乂L of a mono(methyl)propionate compound of ruthenium glycol or a mono (meth) acrylate compound having ruthenium is more preferably 5 to 10 a monocyclic (meth) acrylate compound having a carbon number ring, and most preferably a dicyclopentyl (meth) propylene 13⁄4 resin composition for suppressing cauterization, in the case of a (meth) acrylic acid vinegar compound, There are also cases in which only a polyacrylate compound is contained, and a poly(indenyl) acrylate compound containing 3 to 6 (meth)acryl fluorenyl groups in the knives contains 5 Å based on the total amount of the (fluorenyl) acrylate compound. Up to 90% by weight, preferably about 6 to 9% by weight. The remaining portion is a di(meth) acrylate compound, and the di(methyl) propyl acetoacetate compound has a di(meth) acrylate compound having a bisphenol A skeleton of the above formula (2). Better. ◎ When the (meth) acrylate compound used in the above resin composition (polymerizable resin composition) has one or more, preferably i to 6 (meth) acryl oxime groups, there is no special limited. For example, diisopentyl alcohol hexa(meth) acrylate vinegar, pentaerythritol tris(methyl) propyl benzoic acid brewed pentaerythritol tris(methyl) acrylate vinegar # hexamethylene diisox Reaction product of pentaerythritol tris(meth)acrylic acid vinegar and isophor copper diisocyanate, tris(propylene oxyethyl)isocyanuric acid vinegar, tris(methacryloyloxyethyl) different Reaction product of cyanocyanate, glycerol triepoxypropyl hydrazine and (meth)acrylic acid, modified hexanoic vinegar, {{meth) propyl catalyzed oxygen 321823 27 201035604 ethyl} isocyanuric acid Reaction product of ester, trihydroxymercaptopropane triepoxypropyl ether and (fluorenyl) acrylic acid, triglycerol di(meth) acrylate, propylene glycol diepoxypropyl ether and (fluorenyl) Reaction product of acrylic acid, polypropylene glycol bis(indenyl) acrylate, tripropylene glycol bis(indenyl) acrylate, polyethylene glycol mono(meth)acrylic acid vinegar, tetraethylene glycol bis(indenyl)acrylic acid Ester, triethylene glycol bis(indenyl) acrylate, pentaerythritol bis(indenyl) acrylate, hydrazine, 6_ Reaction product of alcohol diepoxypropyl ether and (meth)acrylic acid, 1,6-hexanediol bis(indenyl)acrylate, glycerol di(decyl)acrylate, ethylene glycol diepoxide A reaction product of a reaction product of a propyl group and a (mercapto)acrylic acid, a reaction product of di-ethyl-mono-epoxypropyl ether and (fluorenyl)acrylic acid. In addition to this, there are also bis(propylene oxiranyl) hydroxyethyl isocyanurate, bis(methacryloxyethyl) hydroxyethyl isocyanurate, bisphenol A diepoxypropyl Reaction product of alkyl ether and (hydrazino)acrylic acid, E-modified bisphenol a bis(indenyl) acrylate, tetradecyl (decyl) acrylate, caprolactone modified tetrahydroindenyl (曱Acrylate, 2-ethyl (meth) propylene benzoate, 2-# propyl (mercapto) acrylate, polypropylene glycol (meth) acrylate, polyethylene glycol (fluorenyl) acrylate , phenoxy hydroxypropyl (decyl) acrylate, acryloyl morpholine, decyloxy polyethylene glycol (fluorenyl) acrylate, decyloxytetraethylene glycol (fluorenyl) acrylate , decyloxytriethylene glycol (fluorenyl) acrylate, decyloxyethylene (meth) acrylate, decyloxyethyl (meth) acrylate, epoxy propyl (meth) acrylate , propylene glycol (fluorenyl) acrylate, ethyl carbitol (mercapto) propionate, 2-ethoxyethyl (decyl) acrylate, N, N-di Aminoethyl group (Yue-yl) acrylate, 2-cyanoethyl (Yue-yl) acrylate, butyl glycidyl ether and 28 321,823,201,035,604 diyl) acrylic! The reaction product, butoxy-triethylenediyl) propylene sulfonate mono (indoyl) acrylate, dicyclopentenyl (mercapto) vinegar. 'A good example can be cited as ··································································· The reaction product of bupropion acid, caprolactone modified tris (ethyl acetophenoxy) isocyanate, U-hexanediol diepoxypropyl and (meth) acrylate The reaction product, the reaction product of u-hexanediol di(methyl)propyl acetoacetate, the bis- bis bis epoxide propyl acrylate, and the oxidized ethylene bismuth Methyl)acrylic acid vinegar (10) modified double age base) propyl vinegar), tetrahydroindenyl (f-based) acrylic acid, vinegar modified tetraaminoglycosyl (meth) acrylate vinegar, 2- Ethyl (meth) propionate vinegar, acrylo-yl morpholine, dicyclopentanyl (meth) acrylate vinegar, pentaerythritol tri (meth) acrylate or dipentaerythritol (Methyl)propionate 0, as described below, in particular, a (meth)acrylic acid vinegar compound derived from a bis-A derivative, such as a double A epoxide secret and a (methyl) C-riding reaction The compound (Ethyl) acetoacetate compound having a double A skeleton, such as E0 modified bis(tetra)di(methyl)propyl vinegar vinegar, is preferred because it can improve the burn resistance. It is more desirable to obtain a reaction product of A digoxypropyl hydrazine and (meth)acrylic acid. The (meth)propionic acid vinegar compound described above is based on the "Ultraviolet Curing System" (published by the General Technology Center of the Co., Ltd., Kato Masahiro) on pages 259 to 302. The (meth) acrylate compound monomer described in 321823 29 201035604 can also be used. In the (fluorenyl) acrylate compound used in the present invention, a methyl methacrylate compound having at least one or more hydroxyl groups in the molecule can improve the adhesion between the cured resin layer and the protective layer or the polarizing element. a (meth) acrylate compound having at least one or more molecules having a hydroxyl group (hereinafter also referred to as a hydroxy group-containing (fluorenyl) acrylate. The compound) has the above-mentioned effects even in a part by weight of the resin composition (the same as the content of the stomach solids '1), even if it contains only 1 part by weight or more. A preferred resin composition is 100 parts by weight of the compound. The resin composition contains 10 parts by weight or more, more preferably 20 parts by weight or more, and most preferably 30 parts by weight or more. The excess ratio does not contribute to the lifting effect, and sometimes it is harmful, and usually contains The content of the hydroxyl group-containing (meth) acrylate compound is 70 parts by weight or less, preferably 60 parts by weight or less, per 100 parts by weight of the resin composition. The (mercapto) acrylate compound having at least a hydroxyl group in the molecule may, for example, be a reaction product of trishydroxypropyl propane triepoxypropyl ether and acrylic acid [DENACOLRTMDA-321, manufactured by Nippon Co., Ltd.], Glycerol diacrylate [epoxy ester 80MFA Kyoeisha Oil Co., Ltd.], propylene glycol diepoxypropyl ether and acrylic acid reaction product [DENAGOLRTMDA-911 Changyi Industry Co., Ltd.], phthalic acid Reaction product of diepoxypropyl ether and acrylic acid [DENAC0Ll?T DA-721 Changyi Industry Co., Ltd.], pentaerythritol triacrylate vinegar [KAYARADrtmPET-30 Nippon Kayaku Co., Ltd.], 丨, 6 321823 30 201035604 The reaction product of alcohol diepoxypropyl mystery and acrylic acid [KAYARAD R-167 曰本本药股份有限公司], glycerol triepoxypropyl bond and acrylic acid's reaction product [ DENAC0LRTMDA-314 Changchun Industry Co., Ltd.* system], glycerol dimethacrylate vinegar [made by blemmerrtmgmr Nippon Oil Co., Ltd.], glycerol acrylic acid acetophenone propionate [BLEMMERrtmGA] M Japan Oil & Fat Co., Ltd.], reaction product of ethylene glycol diepoxypropyl group and mercaptopropyl acid [DENACOL tmDM_8 11 manufactured by Nagase Industry Co., Ltd.], diethylene glycol diepoxypropyl ether Reaction product with thiol acrylic acid [DEMC0LrtmDM-85 1 manufactured by Nagase Industry Co., Ltd.], reaction product of bisphenol A diglycidyl ether and acrylic acid [KAYARADRTMR-115 Nippon Chemical Co., Ltd. System], stearic acid modified pentaerythritol diacrylate [AR0NIXrtmM-233 East Asia Synthetic Co., Ltd.], polyethyl-if · /1 Ding 'alcohol methyl acrylate vinegar [BLEMMERRTM pET series 曰 油脂 oil and fat limited Company], polypropylene glycol methyl acetoacetate [BLEMMERrtmPP-330, PP-500, PP-800 Japan Oils and Fats Co., Ltd.], polyethylene glycol methacrylate [BLEMMERrtmPE-90, PEU00, PE-350 Nippon Oil & Fat Co., Ltd.], phenoxy hydroxypropyl propionate [ARONIXrt mM-5700 East Asia Synthetic Co., Ltd.], 2__Acrylic methacrylate [GE-650 Mitsubishi Gas Chemicals Co., Ltd. Ltd.], 2-hydroxypropyl acrylate [ΗΡΑ Manufactured by Sakae Organic Co., Ltd., 2-Antelope Ethyl (meth) acrylate vinegar [GE-610 Mitsubishi Gas Chemical Co., Ltd.], 2-hydroxyethyl acrylate [manufactured by Osaka Organic Co., Ltd.], C Triol methacrylate vinegar [BLEMMER café GLM Japan oil and fat company has two companies' system], butyl epoxy propyl _ and acrylic acid reaction product 321823 31 201035604 [DENAC0LRTMDA-151 Changchun Industry Co., Ltd. ], butanediol monoacrylic acid ester [SR-676, manufactured by Sartomer Co., Ltd.]. Preferred examples thereof include: pentaerythritol triacrylate, hydrazine, a reaction product of 6-hexanediol monoepoxypropyl hydrazine and acrylic acid, 2-ethylethyl propyl acrylate, 2-hydroxyl Ethyl acrylate, a reaction product of bisphenol A diglycidyl ether and acrylic acid, and the like. The resin composition used in the present invention is preferably a (meth) acrylate compound having at least a hydroxyl group in the molecule, and at least one selected from the group described above is preferably used. More preferably, the (meth) acrylate having at least a hydroxyl group in the molecule is selected from the group consisting of pentaerythritol triacrylate or a reaction product of bis-f-phenol A diglycidyl ether and acrylic acid, or It's better to use both. 'It's better to use both. In the polarizing plate of the present invention, in order to further improve the durability of the cauterization, at least one (meth) acrylate compound having a (meth) acrylate compound may be a (meth) acrylate compound. In other words, a (meth) acrylate compound having a bisphenol A skeleton is preferred. It is particularly preferable that at least one (meth) acrylate compound having a bisphenol A skeleton represented by the following formula (2) is contained in the molecule. At least one type of compound having a double A group in the y sub-group, and the flame retardancy can be improved even if it contains only a part by weight of the resin composition (solid content) of 100 parts by weight of the present invention. 5 parts by weight or more is preferable, and 1 part by weight or more is more preferable, and 15 parts by weight or more is preferable. There is no particular upper limit for the parts by weight, and it is usually 50 parts by weight or less, preferably 4 parts by weight or less, more preferably 30 parts by weight or less. 321823 32 201035604

The (meth) acrylate compound having at least a hydroxyl group in the molecule may, for example, be a reaction product of a double test A diglycidyl propyl group and acrylic acid [manufactured by KAYARADrtm R-115 Sakamoto Chemical Co., Ltd.], E0 modified Bisphenol A diacrylate [SR-349 (made by Sato Co., Ltd.), 〇KAYARADrtmR-551 (made by Sakamoto Chemical Co., Ltd.)], E 〇 modified bisphenol dimethacrylate [MR- B (made by Daiba Chemical Co., Ltd.), E0 modified bisphenol A dimercapto acrylate (SR-348 [made by Shado Co., Ltd.], NK ester BPE-200 [made by Shin-Nakamura Co., Ltd.] NK ester BPE-500 [made by Shin-Nakamura Co., Ltd.], NK ester BPE-1300 [made by Shin-Nakamura Co., Ltd.], etc., but not limited to this. For example, a reaction product containing bisphenol A diepoxypropyl sulphide and acrylic acid or a bisphenol A skeleton (fluorenyl) acrylate compound such as E0 modified double A propylene acrylate can improve flame resistance. Good for sex. In particular, the effect of the reaction product of bisphenol A diglycidyl ether and acrylic acid is more preferable. In order to obtain a resin composition having a relatively stable hardness and a long-lasting property of the polarizing plate, a compound having three or more (fluorenyl) acrylonitrile groups, preferably in parts by weight of the polymerizable resin composition of 100 parts by weight. The above is preferably 60 parts by weight or more, and more preferably 70 parts by weight or more. Further, all of the '(mercapto) acrylate compounds in the wax composition may be a compound having three or more (meth) acryl fluorenyl groups, but usually it is 9 321823 33 201035604 parts by weight or less. It is preferred to account for less than 85 parts by weight. The polymerization initiator contained in the resin composition used in the present invention may be any one which allows the (meth) acrylate compound to start polymerization, whether it is a photopolymerization initiator or a thermal polymerization initiator. For the purposes of the present invention, a photopolymerization initiator is preferred. Examples of the photopolymerization initiator may be, for example, 2-mercapto-1-[4-(indolylthio)phenyl]-2-morphinylpropyl (morphol inopropan)-l (Ciba Co., Ltd., IrgacureRTM 907), 1-cyclohexyl phenyl ketone (made by Ciba Specialty Chemicals Co., Ltd., IrgacureRTM 184), 4-(2~ethoxylated)-phenyl (2-hydroxy-2-propane) Ketone (manufactured by Ciba Specialty Chemicals Co., Ltd., IrgacureRTM 2959), 1-(4-dodecylphenyl)-2-hydroxy-2-mercaptopropan-1-one (manufactured by Merck & Co., Ltd., DarocurRTM 953), 1-(4-isopropylphenyl)-2-yl-2-mercaptopropan-1-one (manufactured by Merck & Co., Ltd., such as 1'〇(3111'!{]1116), 2-Hydroxy-2-methy 1 -1 -pheny 1 -propane-1 -one (Ciba Specialty Chemicals Co., Ltd.) System, IrgacureRTM 1173), diethoxyacetophenone, etc., acetophenone-based compound, benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether, 2-dimethoxy-2 -Phenylphenylethyl _ (2, 2-Dimethoxy-2-phenylacei: ophenone) (Ciba Precision Chemical Co., Ltd. A benzoin compound such as lysine, Irgacure RTM651), benzamidine benzylic acid, methyl benzalkonium benzoate, 4-phenyldiphenyl ketone, hydroxydiphenyl fluorene, 4-benzyl fluorenyl-4'-fluorenyl Diphenyl sulfide, 3,3'-dimercapto-4-indolyl dipyridyl ketone (manufactured by Nippon Kayaku Co., Ltd., KAYACURErt mMBP) 34 321823 201035604 and other diphenyl ketone compounds, xanthone ( Thioxanthone), 2-chlorooxone (made by Nippon Kayaku Co., Ltd., KAYACURErtmCTX), 2-methylfluorenone, 2, 4-dimercaptopurine "donone (made by Nippon Kayaku Co., Ltd.) , KAYACURErtmRTX), isopropyl hydrazine "donone, 2, 4-dichloropyrazine (manufactured by Nippon Kayaku Co., Ltd., 〇丫人(:1]1^:1^01), 2,4- A thioxanthone-based compound such as diethyl thioxanthone (Kaiacure, manufactured by Nippon Kayaku Co., Ltd.) ETX), 242 isopropyl thioxanthone (manufactured by Nippon Kayaku Co., Ltd., KAYACURErtmDITX).

较佳 Preferred is 2-methyl-1-[4~(indolylthio)phenyl]-2-morpholinylpropane-K Ciba Specialty Chemicals Co., Ltd., Irgacure RT «907), hydroxy oxime Hexyl phenyl ketone (manufactured by Ciba Specialty Chemicals Co., Ltd., 丨rgacureRTM 丨84) or 疋2,2-methoxy-2-phenylidene ethyl ketone (Ciba Specialty Chemicals Co., Ltd. Irgacure 651). These photopolymerization initiators can be used in one type or in multiple peaks. When a monophenyl ketone compound or a stimulating compound is used, an auxiliary agent may be used in order to promote the progress of the light U. Examples of such an auxiliary agent include diethanolamine, methyldiethanolamine, triisopropanolamine, n-butylamine, N-methylmonoethanolamine, diethylaminoethylmercaptoacrylate, and M. bismuth ( MiChler's Ket〇ne), 4'4'~diethylaminophenol (-____), 4, dimethyi ethyl aminQbenzcate), 4, 2? An amine-based compound of the county micro (. _ oxy) ethyl vinegar or 4-dimethylamino hydroxy valerate. The amount of the photopolymerization initiator and the auxiliary agent to be added can be used in a range which does not cause a decrease in polarizing performance. 321823 35 201035604 (meth) acrylate compound 100 parts by weight, the photopolymerization starting dose is preferably 0.1 part by weight or more and 12 parts by weight or less 'more preferably 2 parts by weight or more 1 〇 Parts by weight or less. The amount of the auxiliary agent is preferably about 0.5 to 2 times the amount of the amount of the photopolymerization initiator. When the polymerization initiator is a thermal polymerization initiator, a crosslinking agent or/and a starting catalyst are preferably used in addition to the polymerization initiator. As the type of the crosslinking agent, various conventional compounds such as an isocyanate-based, boron-based or titanate-based compound can be used as long as it can promote the polymerization reaction, and is not limited. The amount of the polymerizable resin composition (solid content) is about 0.1 part by weight or more and 20 parts by weight or less. More preferably, it is about 1 part by weight or more and 10 parts by weight or less per 1 part by weight of the above composition. In the curing treatment of the polymerizable resin composition of the present invention, the ultraviolet curable type is more useful for light stability, curing time, and manufacturing cost than those of the thermosetting plastic. In the light resistance test, a deterioration preventing agent may be added in order to make the cured resin layer more stable. The deterioration prevention aid is a representative antioxidant and a light stabilizer. The antioxidant is, for example, a hindered antioxidant such as a hindered Pheno 1 system or a semi-hindered phenol semi-hindered phenol system, an amine antioxidant such as a phenylenediamine system, or a phosphite. It is a dish-based antioxidant such as a phosphonite system or a sulfur-based antioxidant such as a thioether. The light stabilizer may, for example, be a benzium phenone or a benzotriazole system, a UV absorber such as a triazine system, or an organic nickel complex. Energy absorber (Quencher), carbon black 36 321823 201035604 (carbon black) or ultraviolet shielding agent such as titanium oxide, with 2, 2, 6' 6-tetramethylpiperidine piperidine skeleton as the basic skeleton blocked Hindered amine light stabilizer (HALS): = concentration is not particularly limited, and may be added depending on the effect of deterioration prevention. In general, it is preferable to add 曰〇.01% by weight to 5 with respect to the polymerizable tree (4) after removal of the solvent, and it is more preferable to add 5% to 3% by weight. Ο 较佳 Preferred resin compositions of the present invention are exemplified below. The composition of the month comprises: 7 to 99 weights of the total amount of the solid portion of the tree after the fine agent, and preferably the composition of the QQ tongue θ 〇 / soil And a photopolymerization initiator which is more preferably 90 to 99% by weight = 110% by weight, and the remaining other (2) the resin composition as described in the above (!), Wherein the (meth) compound comprises a total amount of (meth) propyl group = 曰匕 σ θ relative to the (fluorenyl) acrylate compound having at least one radical in the molecule, which is 20 to 7 Q The % by weight, the remaining part is a acrylate compound having no radical in the molecule. (a) The resin composition as described in the above item (2), wherein the (meth) acrylate compound having a plurality of hydroxyl groups in the molecule is from the following to the parent: (a) having 2 to 6 kinds of r carbon number 2 (5 的 7 ° alcohol and (meth)acrylic acid condensation to obtain 1 to 5 bases) propionate group and ketone (mercapto) acrylic acid vinegar compound And (b) a mixture of bis-a-epoxypropyl ether and (mercapto)acrylic acid obtained 321823 37 201035604 (meth) acrylate compound. (4) The resin composition according to the above item (3), wherein the (meth) acetoacetate compound having a base is prepared from the inside to the oxime, and the ring (4) is opposite to the gas (b). The ratio of (a) to (5) in parts by weight is ": to 1 part by weight. (5) The resin composition as described in the above item (1) to (4), wherein '(meth) acrylate As shown in the above formula (2), the compound has a (meth)acrylic acid vinegar compound having a double A skeleton, and contains 1 to 4% by weight based on the total amount of the (meth) acrylate compound. The resin composition I according to any one of the above items (1) to (5), (meth) acrylate vinegar having 3 to 6 (meth) acryl groups in the (fluorenyl) acrylate compound The resin composition according to any one of the above items (2) to (6), the molecule, is a compound of the above-mentioned (2) to (6). The (meth) acrylate compound containing no hydroxyl group is a (meth) acrylate compound having 3 to 6 (meth) acryloyl fluorenyl groups. (8) Items (2) to (7) above are as described above. A resin composition U as described in any one of the following, wherein the (meth) acrylate compound having no hydroxyl group in the molecule is diquaternary tetraol (9) The resin composition according to any one of the above (2) to (7), which has at least one hydroxyl group in the molecule with respect to the total amount of the (meth) acrylate compound (曱) The content of the acrylate compound is from 4 Å to 8% by weight. The compound having no trans group in the molecule is from 4 〇 to 6 〇 by weight. 321823 38 201035604 (10) as described above ( 1) to (3) or the resin composition of the item (6), which is a mono-(methyl) diterpene compound having 5 to 10 carbon number rings, relative to (meth) propylene glycolate The person of the vinegar compound = 夂 to 30% by weight. There are 10 (11) of the lyophile group described in the above item (1G), and the total amount of the acetaminophen compound is not contained in the molecule and has 3 To: The (meth) acrylate group (meth) acrylate compound is 4 〇 to 6 ο % 'the remaining part has at least a compound in the molecule. W group) The polarizing plate of the hardened layer of the resin composition of the above (1G) and (1)) is preferably provided on both sides of the polarizing element. Placement: The polarizing plate of the resin hardened layer is red-resistant for the high-humidity heat resistance, and it is not so good. When the resin hardened layer is formed in the polarizing plate, the aforementioned tree-shaped slave can be connected or It is diluted with a suitable solvent, coated on a protective layer or a polyethylene glycol film which is adsorbed and aligned by a dye. Thereafter, the coating layer is heated by adding a solvent f, or the coating layer is heated. The ultraviolet ray is irradiated, and the resin composition is hardened to obtain a cured resin layer. The preferred method in the present invention is a photohardening method which is cured by irradiation (4), and is used for diluting the contact during coating. The solvent is not particularly limited as long as it has good solubility to the composition, is well immersed on the substrate, and does not cause a surface. Examples of such a solvent include aromatic hydrocarbons such as water, benzene, and xylene; methyl isobutyl hydrazine such as benzophenone, dioxane, and spleen and methyl ethyl;酉, cyclohexanone, 321823 39 201035604 cyclopentanone, 2-pentanone, 3-pentanone, 2-hexanone, 3-hexanone, 2-heptanone, 3-heptanone, 4-heptanone or a ketone such as 2,6-dimethyl-4-heptanone; an alcohol such as n-butanol, 2-butanol, cyclohexanol or isopropanol; methyl cellosolve, acetic acid赛赛璐((methyi cell〇s〇lveacetate) and other celluloids; ethyl acetate, butyl acetate, decyl lactate, propylene glycol monomethyl ether acetate, propylene glycol ethyl acetate acetate ( Pr〇pyiene giyC〇i ethyi ether acetate), methoxyethyl acetate or ethoxyethyl acetate esters; diterpenoids, acetonitrile, N,N-dimethylacetamide, etc. , but not limited to this. Preferred are toluene, cyclopentanone or ethyl acetate. Further, the solvent may be used singly or in combination. When the composition is dissolved, the concentration of the composition varies depending on the solvent solubility, the impregnation property on the substrate, the thickness after coating, and the like, and is preferably 5 to 95% by weight, more preferably 1 〇 to about 80% by weight. In addition, when coating on a substrate, such as lack of immersion on the substrate; when the necessity is required, or when the surface property of the resin composition layer after formation is poor, in order to improve such a situation, the composition may be Various leveling agents were added to the materials. As the type of the leveling agent, various compounds such as a lanthanide, a fluorine-based, a polyether-based, an acrylic copolymer-based or a titanate-based compound can be used. The amount of the resin composition is from 0.001 parts by weight to 10 parts by weight, preferably from 100 parts by weight to 100 parts by weight, preferably from 0.1 part by weight to 5 parts by weight. When the composition layer formed on the substrate is hardened and the adhesion between the hardened layer and the protective film is not good, various crosslinking agents may be added to the composition 40 321823 201035604 in order to improve the situation. Each of the compounds such as the diterpenoid system, such as the amount of the isocyanate added, is used in the case of the use of an acid ester, a boron, or a sulphate. Cross-linking. The weight of (4) = the polymerizability of the second component of the composition is preferably _ degrees. In the case of 〇 〇 ι ι ι ι ι ι ι ι ι ι ι = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = In the case of 100 parts by weight of the resin cured product, it is preferred that the hexamethylene (meth) acrylate vinegar compound is 5% by weight or more by weight. It is more preferably 3 parts by weight or less, more preferably 1 part by weight or less. The method of obtaining such a layer can be, for example, a method of optimizing the thickness of the resin composition layer after coating, a method of optimizing the type and amount of the photopolymerization initiator to be added, and sufficient heating or It is a method of curing the environment when the ultraviolet ray is irradiated by an ultraviolet ray or the like in an inert gas such as nitrogen. Usually, the polymerization initiator used is formed into an appropriate film thickness by a combination of ultraviolet intensity and the like, and is sufficiently irradiated with ultraviolet rays. The film thickness can be adjusted by adjusting the concentration of the resin composition of the coating liquid or by adjusting the coating amount. The thickness of the resin cured layer is preferably from 0.1 to rm to <1, preferably from 1 to m/8, more preferably from 2/zm to 6/izm. When the thickness exceeds 10/zm, residual unreacted monomers increase, resulting in insufficient durability. Moreover, in the dry heat resistance test, it is not suitable because the polarizing plate may be red-colored. 41 321823 201035604 Thickness ratio 0.1 #Π! The thin layer does not improve the type of the smashing material and the amount of light ray, which is based on the combination of (meth)acrylic acid vinegar, such as the type of initiator. The amount of addition, as well as the film thickness, is preferably in the range of 1 to 2 〇〇〇 mJ/cm 2 . After treatment, it is still transparent, and the ruthenium is better than the empirical solution. Specifically, the resin cured layer was not white, and the production was carried out in the pH 11 layer, and the treatment was carried out for 1 minute. The resin was hard in the case of polyethylene terephthalate B:f: as an index. More specifically, a 5/im thick layer is obtained by coating the resin composition, a hardened 11 aqueous solution, a film of the cured resin layer, a change in light transmittance at a pH, and After the clock, the change of the wavelength brush (10) is measured, preferably at 1% by _; ^1, usually within 5% of the polarizing plate as a tree: the fat tree stagnation layer and the polarizer a treatment can be used to enhance the adhesion of the 5 sides, via an alkaline aqueous solution. Therefore, when the polyethylene-based film and the cured resin layer are treated in advance, after the resin cured layer and the polarizing element are bonded by an adhesive, that is, a 2==:: layer residual aqueous solution is treated. The surface of the crucible is sprayed and dried, and the contact angle of the water-repellent layer I of the resin is set to 6. . The following 'better' is at 5 〇. Hereinafter, the contact angle of the underarm is more preferable, and therefore it is preferred to use an aqueous solution for treatment. The polarizing plate of the present invention thus obtained, for example, is used when the blue light source of the liquid crystal projector 321823 42 201035604 is used, and the burning phenomenon is greatly reduced. The polarizing plate used for the blue light source of the liquid crystal projector generally has a high degree of polarization in a wavelength of 4 Å: to 500 nm', particularly 430 to 5 〇〇 nm. For example, the optical property of a preferred polarizing plate is that the transmittance of the linearly polarized light that is parallel to the absorption axis of the polarizing element is 0.3% or less at a wavelength of 43 〇 to 5 〇〇 nm, and the polarizing element is irradiated and polarized. When the absorption axis is orthogonal to the linearly polarized light, the transmittance is 77% or more. More preferably, the optical characteristic is such that the transmittance when irradiated with a linearly polarized pupil line parallel to the absorption axis of the polarizing element is 0.1% or less, and is irradiated with linearly polarized light orthogonal to the absorption axis of the polarizing element. The transmittance in light is above 80%. Further, the polarizing plate of the present invention may be, for example, a green light source used in a liquid crystal projector. In this case, the burning phenomenon can also be suppressed in the polarizing plate of the present invention. The polarizing plate used for the green light source of the liquid crystal projector has a high degree of polarization in a wavelength of 5 Å to 600 mn, particularly 520 to 580 mn. For example, when used in a green light source, the optical property of a preferred polarizing plate is such that, in a 〇 wavelength of 520 to 580 mn, when the linear polarized light that is parallel to the absorption axis of the polarizing element is irradiated, the lining rate is less than 0.2%. The transmittance when irradiating a linearly polarized ray orthogonal to the absorption axis of the polarizing element is 83% or more. More preferably, the optical property is such that the transmittance when irradiated with a linear and linear polarized light parallel to the absorption axis of the polarizing element is 0.1% or less, and is transmitted through the linear polarized light that is orthogonal to the absorption axis of the polarizing element. The rate is above %. The polarizing plate of the present invention can be used not only on a liquid crystal projector, but also in general, an image display device for intuitive use. In the dye-based polarizing plate used in the visual image display device, the hue plate of the present invention can suppress such hue, although a hue change such as red light occurs after a long period of high temperature and high humidity test 321823 43 201035604. Variety. [Examples] Hereinafter, the present invention will be described in more detail by way of examples, but the invention is intended to limit the invention. Further, the evaluation of the transmittance shown in the examples was carried out in the following. Various transmittances were measured by a spectrophotometer [manufactured by Hitachi, Ltd., "u-4i〇〇"]. Using a spectrophotometer [Hitachi Manufacturing Co., Ltd., Ltd., "U-410(T], when measuring transmittance, on the light exit surface, with a 2° field of view according to JIS-Z870UC light source) Disc polarizing plate having a rate of 43% and a polarization degree of 99.99% (manufactured by Polatechno Co., Ltd., SKN-18043P) 'The polarized light (hereinafter referred to as absolute polarized light) can be incident on the measurement sample. The protective layer of the iodine-based polarizing plate is a cellulose triacetate resin film having no ultraviolet absorbing energy. The polarized light obtained by bonding the protective film on one surface of the polarizing plate of the present invention is incident on the polarizing plate, and the parallel polarized light is incident so that the vibration direction of the absolute polarized light is parallel to the absorption axis direction of the polarizing plate of the present invention ( Hereinafter, the absolute parallel transmittance (not referred to as "absolute orthogonal transmittance") is not Ky, and the vibration direction of the absolute polarization ray is orthogonal to the absorption axis direction of the polarizing plate of the present invention (hereinafter referred to as absolute orthogonal transmittance). Set to K2. Example 1 A polyvinyl alcohol-based resin film (VF-XH manufactured by Kelly Co., Ltd., average polymerization degree 4,000) having a saponification degree of 99% or more and a film thickness of 75 was used. (: The immersion treatment was carried out by immersing in warm water for 2 minutes. The film of 321823 201035604 after swell treatment was immersed in an azo dye having a stilbene skeleton containing 〇·1% by weight at 45 ° C (CI Direct Orange 39) And 0. 05% by weight of an azo dye (CI Direct Red 81) having no diphenylethylene skeleton and 0.1% by weight of an aqueous solution of sodium tripolyphosphate to adsorb the dye. The film after the dye was washed with water, and then treated in an aqueous solution containing 2% by weight of boric acid at 40 ° C for 1 minute. The film obtained by the treatment with boric acid was stretched 5 times while containing boric acid at 55 ° C. The solution was treated for 5 minutes in a 0% by weight aqueous solution. The film obtained by the stretching treatment was kept in a tight state and washed with water for 15 seconds at 30 ° C. The film was immediately subjected to a 9 minute at 70 ° C for 9 minutes. The film was dried to obtain a polarizing element having a film thickness of 28/zm. The resin composition was prepared to contain 50 parts by weight of dipentaerythritol hexaacrylate (KAYARADrtm DPHA, manufactured by Nippon Kayaku Co., Ltd.), and 30 parts by weight of pentaerythritol triacrylate (Japan). Chemical medicine shares have Company, KAYARADrtmPET-30), 20 parts by weight of Dicyclopentanyl Acrylate (manufactured by Hitachi Chemical Co., Ltd., 〇FA-513AS), and 5 parts by weight of IrgacureRTM184 (Ciba Specialty Chemicals Co., Ltd.) Co., Ltd.) and 100 parts by weight of toluene. In order to make the resin composition film thickness 6/zm, a coating bar rod #5 was used to coat the cellulose triacetate film (TAC) as a protective layer (Konica Konica). Co., Ltd., KC-8UYMW), and dried at 7〇t: 2 minutes. The obtained resin composition layer was irradiated with high-pressure mercury lamp in air to a volume of 4 〇〇mJ/cm2. A cellulose triacetate film having a resin cured layer was formed, and the surface of the resin cured layer of the obtained film was contacted with an aqueous alkaline solution having a pH of 11 for 1 minute to carry out surface treatment of the cured resin layer. The contact angle of the water of the surface 45 321823 201035604 is reduced from 80. 处理 before treatment to 55.4 after treatment. The obtained two films are over-adhesive {G0HSEN0LmiNH-% (Japanese Chemicals Limited) Company) 4% aqueous solution} On both sides of the polarizing element, the surface of the cured resin layer is subjected to surface treatment with a polarizing element to obtain a TAC/resin cured layer/adhesive layer/polarizing element/adhesive layer/resin hardened layer/TAC structure. The polarizing plate of the present invention is obtained by cutting a polarizing plate of 40 mm x 40 mra by an acrylate-based adhesive (AD_R〇c manufactured by Polatechno Co., Ltd.) onto a glass plate having a thickness of 1 mm to become a TAC/resin cured layer/following layer. The coating layer/polarizing element/adhesive layer/resin cured layer/TAC/adhesive layer/glass structure' was prepared as a polarizing plate (sample) for light resistance test with a glass substrate. Fig. 5 is a view showing the absolute parallel transmittance Ky' of the obtained polarizing plate in the initial stage. Fig. 6 shows the absolute orthogonal transmittance Kz of the obtained polarizing plate in the initial stage. The burn-off deterioration test is performed using a high-pressure mercury lamp light resistance tester (manufactured by USHIO Co., Ltd., Ultra High Pressure Mercury Lamp 2000W), and is exposed to light for 84 hours in an environment of 95 ° C, and measured for 644 hours. The absolute parallel transmittance Ky' of the sample at 450 nm was compared with the Ky value of the sample before irradiation. The results obtained are shown in Table 1. Further, the test was performed by providing a polarizing plate of a sample so that the irradiation light was incident from the TAC surface. Example 2 In addition to the resin composition, 50 parts by weight of dipentaerythritol hexaacrylate (KAYARADrtm DPHA, manufactured by Nippon Kayaku Co., Ltd.), 46 321823 201035604 triacrylate (Japan Chemical Pharmaceutical Co., Ltd.) was used.

5 parts by weight of the Irgacure RTM 184 (30 parts by weight of the Ciba refined stock, 30 parts by weight of the pentaerythritol || three systems, KAYARADrtm PET 3 〇), and 100 parts by weight of the sputum, the remaining steps are the same as in the first embodiment. The polarizing plate of the present invention is obtained. Further, in the same manner as in Example 1, a test sample was prepared and subjected to a burn-off deterioration test, and the obtained results are shown in Table 。. ΘExample 3 In addition to the composition of the composition, 5 parts by weight of dipentaerythritol hexaacrylate (Kay araDrtmDPHA, manufactured by Sakamoto Chemical Co., Ltd.) and 30 parts by weight of pentaerythritol tripropionate (Japanese chemical) were used. Co., Ltd., KAYARADrtmPET-30), 20 parts by weight of a reaction product of bisphenol a diglycidyl ether and acrylic acid (manufactured by Nippon Kayaku Co., Ltd.,

KAYARADrtmR-115), 1.0 part by weight of ADK sTABrtmAO-50 (made by ADEKA β Co., Ltd.), and 5 parts by weight of IrgacureTM 184 (manufactured by Ciba Specialty Chemicals Co., Ltd.), the other steps are the same as in the first embodiment. The polarizing plate of the present invention is obtained. Further, in the same manner as in Example 1, a test sample was prepared and subjected to a burn-off deterioration test, and the obtained results are shown in Table 。. Comparative Example 1 In Example 1, except that the resin cured layer was not disposed, and the TAC film for the two-layer protective layer was directly bonded with an adhesive, the other steps were the same as in the case of the second embodiment of the polarizing element. The polarizing plate and the sample for the test of 321823 47 201035604 are subjected to the cauterization deterioration test, and the results obtained are shown in the table.

Comparative Example 2 The procedure of the comparison was the same as in Example 1 except that the azo dye in Example 1 was replaced by a dichroic dye, and 0.02% by weight of iodine and 0.02% by weight of potassium iodide were used. The polarizing plate and the test sample were subjected to a cauterization deterioration test, and the results obtained are shown in Table 1. Table 1. Measurement results of absolute parallel transmittance Ky. Tests after 84 hours after the test. Changes after 644 hours of the test Example 1 76. 82 74. 05 68, 16 8. 66 Example 2 77. 55 74. 51 69. 99 7. 56 Example 3 77. 19 74. 49 71. 04 6. 15 Comparative Example 1 78. 01 74. 91 18. 29 59. 72 Comparative Example 2 76. 97 49. 77 - Table 1, Comparative Example 2 After 644 hours of the test, the burnout was caused by the burning, so that the absolute parallel transmittance Ky could not be determined. Example 4 A polyvinyl alcohol-based resin film having a saponification degree of 99% or more and a film thickness of 75/zm (VF-XH manufactured by Kelly Co., Ltd., average polymerization degree 4,000) was immersed in warm water at 40 °C. The swelling treatment was carried out for 2 minutes. Next, the formula (3) is shown in Japanese Unexamined Patent Publication No. Hei No. Hei No. Hei 11-218611, which is contained in an amount of 0.190% by weight of an azo dye having a stilbene skeleton. The dye of the compound, the compound dye No. 1 (as represented by the following formula) described in JP-A-2001-56412, and the 216% by weight of an azo dye having no stilbene skeleton. 48 321823 201035604 C. Straight, red 81, 0.05% by weight of sodium tripolyphosphate and 0.03 wt% of a 45 C aqueous solution, impregnated with the above-mentioned swelled polyvinyl alcohol-based street film, The adsorption of the dye is carried out. The film of the adsorbed wood was washed with water, and then treated with a 40 C aqueous solution containing 2% by weight of boric acid for a minute. The film after the healing treatment was stretched by 5 times, and treated in a 5 〇 aqueous solution containing 3% by weight of citric acid to maintain a stretched state of the film after stretching. 3〇〇c Washed 15 private 'directly on 7 'c dry for 9 minutes to obtain a polarizing element with a film thickness u. . Mail called G Qing (8)

A cellulose triacetate film (TAC) (T-80U Fuji Film Co., Ltd.;) which has a layer which is coated with a scratch-resistant processing agent (manufactured by Sakamoto Chemical Co., Ltd., PLC-1000) and hardened; And a cellulose triacetate film (TAC) (manufactured by Fujifilm Co., Ltd., WVA038) coated with a liquid crystal, coated with a coating rod R〇D# 5 by 50 parts by weight of dilipentene Alcohol hexaacrylate (KAYARAD DPHA, manufactured by Sakamoto Chemical Co., Ltd.), 30 parts by weight of pentaerythritol tripropionate (KAYARADrtmPET-30, manufactured by Nippon Kayaku Co., Ltd.), 20 parts by weight, two 49 321823 201035604 a resin composition composed of cyclopentyl acrylate (manufactured by Hitachi Chemical Co., Ltd., FA_513AS), 5 parts by weight of Irgacure RTM184 (manufactured by Ciba Specialty Chemicals Co., Ltd.), and 100 parts by weight of toluene to form 6#m The film thickness. The coated surface of the two films was dried at 7 (TC for 2 minutes, and then irradiated with high-pressure mercury lamps in the air as ultraviolet rays (accumulated light amount: 4 〇〇 mJ/cm 2 ) to prepare two transparent films having a resin cured layer. The surfaces of the two cured resin layers are each contacted with an aqueous alkaline solution having a pH of 11 for 1 minute to reduce the contact angle of the surface of the cured resin layer with water. In order to make the surface of each cured resin layer and the polarizing element follow, In the same manner as in Example ,, the above two transparent films were attached to both surfaces of the polarizing element by using an adhesive to obtain a layer (hardened layer)/TAC/resin cured layer/adhesive having a scratch-resistant processing agent. The polarizing plate of the present invention having the structure of the layer/polarizing element/adhesive layer/resin cured layer/ytterbium/liquid crystal layer. The polarizing plate obtained was cut into 40 mm×40 mm, which was the same as in Example 1, and was bonded with an acrylate-based adhesive. On a glass plate having a thickness of 1 min, a structure of a hardened layer/TAC/resin cured layer/adhesive layer/polarizing element/adhesive layer/resin cured layer/TAC/liquid crystal layer/adhesive layer/glass is formed. Glass substrate Polarizing plate (test sample). Humidity resistance test (deterioration acceleration test) The obtained polarizing plate was exposed to an accelerated acceleration test in an environment of a temperature of 85 ° C and a humidity of 85% for 624 hours. When the obtained two polarizing plates are stacked, the transmittance in the absorption axis direction is the same as the parallel light transmittance Tp, and the transmittance when the two polarization plates are overlapped so that the absorption axis is orthogonal is the orthogonal light transmittance of 50 321823. 201035604

Tc, from the parallel light transmittance and the orthogonal light transmittance, for the hue of the polarizing plate, according to JISZ8729 (the color representation method L*, a*, b* indicates the system and the L*, u*, v* color In the color system displayed, the a* of the parallel hue is measured. The results are shown in Table 2, and the difference (change amount) of = is also shown in Table 2. Further, the parallel hue mentioned here means a hue measured in a state in which the polarization axes of the two polarizers are in parallel. 0, 〇 b* The color value of a* and b* in the color system is closer to 〇, which is expressed as a neutral color. Comparative Example 3 In Example 4, except that the resin cured layer was not disposed, the same two cellulose triacetate films (TAC) as in Example 4 were used, and the same surfaces as in Example 4 were used on both sides of the polarizing element. A comparative polarizing plate was produced in the same manner as in Example 4 except that the adhesive was applied. Next, in the same manner as in Example 4, the glass substrate was bonded with an adhesive to form a layer of an anti-scratch processing agent, a layer of an adhesive layer/a polarizing element/adhesive layer, a TAC/liquid crystal layer/adhesive layer/glass structure. A test sample (a polarizing plate having a glass substrate) was prepared. In the same manner as in Example 4, the thermal test (deterioration test) was carried out, and the results are shown in Table 2. Table 2. Measurement results of parallel color and variation test pretest, variant Example 4 -1. 07 -1. 05 and 〇 〇.~〇z ' Comparative Example 2 3. 01 4. 01 —----- (Industrial Applicability) 321823 51 201035604 Even if ==:, it is known that the polarizing plate of the present invention has a small change in light resistance test y, and is excellent in her sex. In addition, in the Xinnan wet environment, the change of the long-term parallel hue a wood is not female, and the enterprise, J Τ /·,,, and the maturity test are not quite compatible with H 11 judgment even in high temperature and high humidity environment. It is unlikely that redness will occur. Therefore, the polarizer of the projector can be used as a polarizing plate for a liquid crystal device using a polarizing plate of m month. In addition, the 5 button-like stability in the straightforward performance. In the case of the use of the sample, it is also possible to maintain the structure of the polarizing plate for a long time [simplified illustration] {protective layer (L) / tree (L) / polarizing element / adhesive layer (M) / protect the first picture Regarding the lipid hardened layer (L)/adhesive layer (M)/adhesive layer/glass of the present invention, the primer layer 00/protective layer (10). The carrier layer α)/polarizing element/Fig. 3 is a configuration of a polarizing plate according to the present invention {protective layer α) / resin cured layer (6) / adhesive layer (10) polarizing element / adhesive layer (8) / tree moon 曰Hardened layer (Μ) / protective layer (μ) / adhesive layer / glass crucible. Figure 4 is Chen Benfa _ polarizing plate _ 丨 glass / adhesive layer / protective layer (L) / resin cured layer (L) / adhesive layer (L) / polarizing element / adhesive layer (M) / resin hardening Particle layer (M) / protective layer (μ)}. Fig. 5 is an absolute parallel transmittance of the polarizing plate paid in Example 1. Fig. 6 is an absolute orthogonal transmittance of the polarizing plate obtained in Example 1. 321823 52 201035604 [Description of main component symbols] Resin hardened layer Pre-first component Glass 1 Protective layer 2 ' 3 Adhesive layer 4 ! 5 Adhesive layer 6 〇 ❹ 53 321823

Claims (1)

201035604 VII. Patent application scope: 1. A polarizing plate, characterized in that: a polarizing element containing a dichroic dye, and at least one of the dichroic dyes is water-soluble having a stilbene skeleton. An azo dye or a salt thereof; at least one side of the polarizing element has a protective layer; and a hardened layer of a resin composition containing a (meth)acrylic acid S-containing compound and a polymerization initiator between the polarizing element and the protective layer . 2. The polarizing plate of claim 1, wherein the polarizing element comprises a crosslinking agent and is formed of a stretched hydrophilic polymer. 3. The polarizing plate of claim 1, wherein the water-soluble azo dye having a stilbene skeleton has at least one water solubility of a stilbene skeleton represented by the following formula (1) as a free acid Azo dye, its salt or its copper salt dye, 4. The polarizing plate of claim 1, wherein the dichroic dye of the polarizing element is an azo dye, and the diene dye comprises water solubility having at least one stilbene skeleton. A bisazo dye and a water-soluble azo dye having no stilbene skeleton. 5. The polarizing plate of claim 1, wherein at least one of the (mercapto)acrylic acid hydrazine compounds is a (mercapto) acrylate compound having at least one trans group in the molecule. 54 321823 201035604 6. The polarizing plate of claim 1 or 4, wherein at least one of the (meth) acrylate compounds is composed of a bisphenol A derivative (mercapto) acrylic acid Ester compound. The polarizing plate of claim 1, wherein the resin composition comprises at least one anti-deterioration aid. 8. The polarizing plate of claim 1, wherein the protective layer and the polarizing element have an adhesive layer, and the cured layer of the resin composition is disposed between the protective layer and the adhesive layer. between. The polarizing plate of claim 1, wherein the protective layer is disposed on both sides of the polarizing element, and the cured layer of the resin composition is disposed on the incident side of the light of the polarizing element. . 10. The polarizing plate of claim 1, wherein the adhesive layer is provided on one side of the polarizing plate. 11. The polarizing plate of claim 1, wherein the protective layer is a cellulose acetate resin. A liquid crystal display device using a polarizing plate according to any one of claims 1 to 11. A liquid crystal projector is used for a blue light source as disclosed in any one of claims 1 to 11. 14. The polarizing plate of claim 14, wherein the one of the azo dyes having a diphenylethylene skeleton comprises at least C.I. Direct Orange 39. 15. A polarizing plate characterized by comprising: a polarizing element containing a dichroic dye, and at least one of the dichroic dyes is a water-soluble azo dye having a sulfo-substituted bis 55 321823 201035604 styrene skeleton. Or a salt thereof; a protective layer provided on at least one side of the polarizing element; and a cured layer containing a resin composition of a (meth)acrylic acid vinegar compound and a polymerization initiator between the polarizing element and the protective layer, And the composition ratio of the resin composition 'from the total solid content of the resin composition after removing the solvent includes 70 to 99% by weight of the (meth) acrylate compound, from 丨 to 1 〇 by weight of photopolymerization a starting agent, and 〇 to 20% by weight of other optional ingredients, and 'as a (meth)acrylic acid vinegar compound, the (meth) acrylate compound having a double-presence A skeleton accounts for 5 of the total amount of the (meth) acrylate compound Up to 40% by weight. 16. The polarizing plate of claim 15, wherein the (meth) acrylate compound having a bisphenol A skeleton is a reaction product of bisphenol a diglycidyl acrylate with acrylic acid. 17. The polarizing plate of claim 15 or 16, wherein the (fluorenyl) acrylate compound other than the (fluorenyl) acrylate compound having a bisphenol A skeleton has 3 to 6 (曱) (Alkyl) acrylate-based (fluorenyl) acrylate compound. A polarizing plate characterized in that a protective layer is provided on at least one side of a polarizing element containing a dichroic dye, and a resin cured layer is provided between the polarizing element and the protective layer. 19. The polarizing plate of claim 18, wherein the polarizing element contains a crosslinking agent and is formed of a stretched hydrophilic polymer. 56 321823