JP3118950B2 - Optical plate - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an optical plate.
It is suitably used for optical filters for display devices, substrates for liquid crystal display elements, optical disk substrates, optical lenses, and the like.

[0002]

2. Description of the Related Art Generally, plastic materials are lightweight, and have excellent impact resistance, workability and mass productivity.
In recent years, demand for optical element materials such as optical filters for display devices, optical disk substrates, and optical lenses has been expanding. As plastic materials for these optical elements,
At present, transparent resins such as polymethyl methacrylate, polystyrene, polycarbonate, amorphous polyolefin, and polydiethylene glycol bisallyl carbonate are mainly used.

However, polymethyl methacrylate has poor heat resistance typified by heat distortion temperature, and polystyrene has not only poor heat resistance but also large birefringence.

Further, polycarbonate and amorphous polyolefin also have insufficient heat resistance, for example, for use in substrates for liquid crystal display devices.

Although thermosetting resins such as polydiethylene glycol bisallyl carbonate are excellent in solvent resistance and chemical resistance, they are still insufficient in heat resistance, so that optical plate-like materials having sufficient performance are required. I haven't gotten it.

Japanese Patent Application Laid-Open Nos. 56-131654 and 58-126119 disclose an optical disk substrate made of a polymer using a maleimide compound. However, these techniques have a problem that solvent resistance and chemical resistance are inferior.

[0007]

SUMMARY OF THE INVENTION Therefore, Japanese Patent Laid-Open Publication No.
No. 9208 discloses a thermosetting resin lens using a maleimide compound having excellent solvent resistance and transparency. However, even in this technique, for example, heat resistance was insufficient.

An object of the present invention is to provide an optical plate made of a transparent three-dimensionally crosslinked resin having excellent transparency and solvent resistance and having sufficient heat resistance. With the goal.

[0009]

The present invention has the following configuration to achieve the above object.

[0010] "A monomer represented by the general formula (1) is contained in an amount of 20% by weight or more and 98% by weight or less, and divinylbenzene is contained. Is 30% by weight or more, and the monomer represented by the general formula (2) is 0.1% by weight or more,
8.0% by weight or less, the compound represented by the general formula (3) is contained at 0.01% by weight or more and 0.4% by weight or less, and the monomer represented by the general formula (2) is mixed with the monomer represented by the general formula (2). An optical plate made of a transparent three-dimensionally crosslinked resin obtained by polymerizing a composition in which the total weight ratio of the compound represented by (3) and another saturated compound is 0.11% by weight or more and 8.01% by weight or less. Stuff.

[0011]

Embedded image (R ¹ and R ² in the general formula (1) represent a substituent selected from hydrogen, a methyl group and an ethyl group. R ³ has 1 to 1 carbon atoms.
20 represents a substituent selected from an alkyl group, an aryl group, an aralkyl group and a cycloalkyl group. R ⁴ and R ⁵ in the general formulas (2) and (3) represent a substituent selected from an alkyl group having 1 to 4 carbon atoms, an aryl group and an aralkyl group. R ⁶ represents a substituent selected from hydrogen, an alkyl group having 1 to 4 carbon atoms, an aryl group and an aralkyl group. )] The maleimide-based monomer represented by the general formula (1) will be described.

R ¹ and R ² may be the same or different.

Specific examples of R ³ include a linear alkyl group such as a methyl group, an ethyl group, a propyl group, an octyl group and an octadecyl group, an isopropyl group, a sec-butyl group and a tert-butyl group.
-Butyl group, branched alkyl group such as isopentyl group,
Various examples include cycloalkyl groups such as cyclohexyl group and methylcyclohexyl group, aryl groups such as phenyl group and methylphenyl group, and aralkyl groups such as benzyl group and phenethyl group.

Further, R ¹ , R ² and R ³ are substituted with various substituents such as halogen groups such as fluorine, chlorine and bromine, cyano groups, carboxyl groups, sulfonic acid groups, nitro groups, hydroxy groups and alkoxy groups. May be done.

Specific examples of the monomer represented by the general formula (1) include N-methylmaleimide, Nn-butylmaleimide, N-phenylmaleimide, No-methylphenylmaleimidemaleimide, Nm -Methylphenylmaleimide, Np-methylphenylmaleimide, No-
Hydroxyphenylmaleimide, Nm-hydroxyphenylmaleimide, Np-hydroxyphenylmaleimide, No-methoxyphenylmaleimide, Nm-
Methoxyphenylmaleimide, Np-methoxyphenylmaleimide, No-chlorophenylmaleimide, N
-M-chlorophenylmaleimide, Np-chlorophenylmaleimide, No-carboxyphenylmaleimide, Nm-carboxyphenylmaleimide, Np-
Carboxyphenylmaleimide, No-nitrophenylmaleimide, Nm-nitrophenylmaleimide, N
-P-nitrophenylmaleimide, N-ethylmaleimide, N-isopropylmaleimide, N-isobutylmaleimide, N-tert-butylmaleimide, N-cyclohexylmaleimide and the like.

These monomers may be used alone or as a mixture of two or more. In addition, among the maleimide monomers, alkylmaleimide and cycloalkylmaleimide are particularly preferable from the viewpoint of colorless transparency, yellowing upon heating, and weather resistance, and N-isopropylmaleimide and N-isopropylmaleimide are particularly preferable.
Cyclohexylmaleimide is preferred. Further, N-isopropylmaleimide, from the viewpoint of ease of monomer adjustment at the time of bulk polymerization and that the above properties can be satisfied,
Most preferred is a combination of N-cyclohexylmaleimide,
For applications requiring high heat resistance, for example, substrates for liquid crystal display devices, the combined use of N-isopropylmaleimide and N-cyclohexylmaleimide is suitable.

From the viewpoint of ease of monomer adjustment during bulk polymerization, it can be said that N-isopropylmaleimide alone is preferable, but heat resistance becomes insufficient for applications requiring high heat resistance. From the viewpoint of heat resistance, it is preferable that N-cyclohexylmaleimide is as much as possible.
-Since cyclohexylmaleimide is a solid at normal temperature, its solubility is limited, and the content of N-cyclohexylmaleimide may be 30% by weight or less based on the balance between ease of monomer adjustment and heat resistance. preferable.
If it is more than this, it tends to be difficult to adjust the monomer during cast polymerization. The content is preferably 5 to 25% by weight, more preferably 10 to 20% by weight, in terms of the balance between ease of monomer adjustment and heat resistance.

Next, a monomer represented by the general formula (2):
And the compound represented by Formula (3) will be described.

Specific examples of R ⁴ and R ⁵ include a methyl group,
And an ethyl group. Examples of the specific compound of the general formula (2) include p-methylstyrene, m-methylstyrene, o-methylstyrene, p-ethylstyrene, and m-methylstyrene.
Ethyl styrene, o-ethyl styrene and the like can be mentioned.

Examples of specific compounds of the general formula (3) include p-diethylbenzene, m-diethylbenzene, p-diethylbenzene and p-diethylbenzene.
-Ethylmethylbenzene, m-ethylmethylbenzene,
Examples include ethylbenzene, toluene, p-xylene, and m-xylene.

Specific examples of other saturated compounds include water,
Ketones, alcohols, esters, ethers and the like can be mentioned.

The monomer represented by the general formula (2) is 0.1
When the content exceeds 8.0% by weight, the heat resistance becomes insufficient. When the content is less than 0.1% by weight, the toughness of the optical plate becomes insufficient. Become. It is preferably from 0.1% by weight to 5.0% by weight, more preferably from 0.1% by weight to 2.6% by weight from the viewpoint of heat resistance.

The compound represented by the general formula (3)
1% by weight or more and 0.4% by weight or less
If the content exceeds the weight percentage, not only the heat resistance becomes insufficient, but also a surface defect is caused when the optical plate is exposed to a high temperature in a sealed state. Preferably at least 0.01% by weight,
0.1% by weight or less, more preferably 0.01% by weight or more and 0.05% by weight or less is good in view of the performance of the optical plate. If it is less than 0.01% by weight, the toughness becomes insufficient.

Further, in order to sufficiently exhibit the performance of the optical plate-like material, the monomer represented by the general formula (2), the compound represented by the general formula (3) and another saturated compound are used. The total weight ratio must be 0.11% by weight or more and 8.01% by weight or less, and if it exceeds 8.01% by weight, the heat resistance becomes insufficient, and if it is less than 0.11% by weight, the heat resistance becomes insufficient. And the toughness becomes insufficient. Preferably 0.11 to 2.8% by weight,
More preferably, the content is 0.11 to 1.2% by weight or less in view of the performance of the optical plate.

In addition, divinylbenzene is used for the purpose of three-dimensionally cross-linking, whereby a material having excellent transparency, heat resistance, solvent resistance and mechanical properties can be obtained. Although divinylbenzene may contain various isomers, the ratio of the para-form in divinylbenzene is preferably 30% by weight or more from the viewpoint of the heat resistance of the optical plate. If it is less than 30% by weight, sufficient heat resistance cannot be obtained. It is preferably at least 60% by weight, more preferably 90% by weight.
The percentage by weight or more is good in terms of the performance of the optical plate. further,
The transparent three-dimensional cross-linked resin used in the present invention is intended to improve mechanical strength, reduce birefringence, increase refractive index, reduce water absorption, improve dyeability, improve heat resistance, improve impact resistance, etc. It is also possible to use various polyfunctional monomers in combination with various polymerizable monomers and divinylbenzene.

Examples of such usable monomers include aromatic vinyl monomers, olefin-based vinyl monomers, (meth) acrylic acid and its ester-based monomers, and polyvalent carboxylic anhydrides. . Specific examples of preferably used monomers include acrylics whose homopolymer gives a high glass transition temperature, such as methyl methacrylate, cyclohexyl methacrylate, bornyl (meth) acrylate, adamantyl (meth) acrylate, and phenyl (meth) acrylate. System monomers. Further, styrene-based monomers such as styrene, α-methylstyrene, halogenated styrene, and halogenated α-methylstyrene, and maleic anhydride are exemplified.

Polyfunctional monomers usable in combination with divinylbenzene include ethylene glycol di (meth) acrylate, diethylene glycol di (meth) acrylate, triethylene glycol di (meth) acrylate, and glycerol (di / tri). (Meth) acrylate,
Di-, tri-, tetra- (meth) acrylates of polyhydric alcohols such as trimethylolpropane (di / tri) (meth) acrylate and pentaerythritol (di / tri / tetra) (meth) acrylate, (meth) acryl Introducing polymerizable polyfunctional groups from raw materials such as vinyl acid esters, esters such as allyl (meth) acrylate, diallyl compounds such as diethylene glycol bisallyl carbonate and diallyl phthalate, dienes such as butadiene, hexadiene and pentadiene, and dichlorophosphazene A polyfunctional monomer having a heteroatom cyclic skeleton such as triallyl diisocyanurate, a polyfunctional maleimide derivative compound represented by the general formula (4), and the like.

[0028]

Embedded image (Wherein R ⁷ and R ⁸ represent a substituent selected from hydrogen, a methyl group, and an ethyl group. R ⁹ is an n-valent organic group having 1 to 4 carbon atoms, (The n is an integer of 2 to 10.)
R ⁷ and R ⁸ may be the same or different.

R ⁹ is an n-valent organic group.
When n is 2, it is a divalent organic group, and when n is 3, it is a trivalent organic group. In particular, from the ease of synthesis, 2
Those having a valent organic group are most preferred. Specific examples of such a divalent organic group include a methylene group, an ethylene group, an alkylene group such as a propylene group, a cyclohexylene group,
An alicyclic alkylene group such as a methylcyclohexylene group,
Various examples include an arylene group such as a phenylene group and a methylphenylene group. Further, the organic group may contain atoms such as oxygen, nitrogen, halogen, phosphorus, and sulfur. Specific examples other than the above include the following.

[0030]

Embedded image In the present invention, of the monomer represented by the general formula (1), the monomer copolymerizable with divinylbenzene, and the polyfunctional monomer, the optical properties, heat resistance, and mechanical strength are well balanced. The most preferably used monomers include styrene and α-methylstyrene. These may be used alone or in combination.

Styrene is preferably copolymerized in an amount of 10% by weight or more in terms of optical properties and mechanical strength, more preferably 15 to 60% by weight, and if it exceeds 40% by weight, heat resistance is poor. It tends to be sufficient. α-Methylstyrene is preferably copolymerized at 3 to 20% by weight, and if it is less than 3% by weight, heat resistance becomes insufficient, and
When the content is more than 10% by weight, coloring by heating is increased, and a problem tends to occur in optical characteristics. The optical plate-shaped material of the present invention has a small amount of a compound that causes a decrease in heat resistance. Surface defects of the optical plate can be prevented. In particular, it is preferably used for applications where light weight, thinness, and high surface precision are desired, for example, substrates for liquid crystal displays.

Further, it is useful to add various ultraviolet absorbers, antioxidants and antistatic agents for the purpose of improving weather resistance, oxidation deterioration resistance and antistatic properties. In particular, it is preferable to copolymerize a monomer having an ultraviolet absorbing property or an antioxidant property since these properties can be improved without lowering chemical resistance and heat resistance. Preferred examples of such a monomer include a benzophenone-based UV absorber having an unsaturated double bond, a phenylbenzoate-based UV absorber having an unsaturated double bond, and a (meth) method having a hindered amino group as a substituent.
Acrylic monomers and the like can be mentioned.

The benzophenone-based ultraviolet absorber having an unsaturated double bond includes, for example, those having a structure represented by the following general formula (5).

[0034]

Embedded image Here, at least one of R ¹⁰ , R ¹¹ , R ¹² and R ¹³
One is an organic group having an unsaturated double bond, and the other functional group is hydrogen, or an alkyl group, an alkenyl group, an aralkyl group, an aryl group, an alkoxy group, an aralkoxy group, an aryloxy group, a hydroxy group, a halogen group, The sulfonic acid group, the sulfonic acid ester group, the carboxylic acid group, the carboxylic acid ester group, the phosphoric acid group, the phosphoric acid ester group and the like are not particularly limited, and furthermore, each may be the same or different. Good.

The phenylbenzoate-based ultraviolet absorber having an unsaturated double bond includes, for example, those having a structure represented by the following general formula (6).

[0036]

Embedded image Here, at least one of R ^{14 to} R ¹⁹ is an organic group having an unsaturated double bond, and the other functional group is hydrogen, an alkyl group, an alkenyl group, an aralkyl group,
Aryl group, alkoxy group, aralkoxy group, aryloxy group, hydroxy group, halogen group, sulfonic acid group, sulfonic acid ester group, carboxylic acid group, carboxylic acid ester group, phosphoric acid group, phosphate group, etc. Instead, they may be the same or different.

In the acrylic monomer and methacrylic monomer having a hindered amino group as a substituent, examples of the hindered amino group include a substituent represented by the following structural formula (7).

[0038]

Embedded image (Wherein R ²⁰ , R ²¹ , R ²³ and R ²⁴ are an alkyl group having 1 to 5 carbon atoms, and R ²² is selected from an alkyl group having 1 to 5 carbon atoms and hydrogen). Acrylic monomers having an amino group as a substituent and methacrylic monomers are prepared by esterification of hydroxyhindered amine with various (meth) acrylic acids or reaction with (meth) acrylic acid chloride or the like. You.

Specific examples of the acrylic monomer and the methacrylic monomer having the hindered amino group as a substituent include 2,2,6,6-tetramethyl-4
-Piperidinyl acrylate, 2,2,6,6-tetramethyl-4-piperidinyl methacrylate, 1,2,2
Examples thereof include 2,6,6-pentamethyl-4-piperidinyl acrylate and 1,2,2,6,6-pentamethyl-4-piperidinyl methacrylate.

The method for polymerizing the transparent heat-resistant resin of the present invention is not particularly limited, and it can be polymerized by a generally known method.

For example, when an epoxy resin is used, it can be carried out by using a curing agent or a curing accelerator of an amine type, an acid anhydride type, an imidazole type or various metal compound types. Further, a polymer having active hydrogen such as a hydroxyl group,
Oligomers and further monomers can be polymerized with isocyanate compounds. Further, when polymerizing a maleimide-based monomer, a vinyl-based monomer such as an acrylic monomer or styrene, the monomer mixture is used in the presence or absence of a radical-generating initiator. Polymerization can be carried out by maintaining the composition under a predetermined temperature condition. Examples of the polymerization method include bulk polymerization, solution polymerization, suspension polymerization, emulsion polymerization, and cast polymerization.

Examples of the radical generating initiator include various peroxide compounds and azo compounds. In particular,
An azo compound is preferably used from the viewpoint of preventing yellowing after heating. Specific examples include 2,2′-azobisisobutyronitrile and 1,1′-azobis (cyclohexane-
1-carbonitrile), 2,2'-azobis (4-methoxy-2,4-dimethylvaleronitrile), 2,2'-
Azobis (2-cyclopropylpropionitrile),
2,2′-azobis (2,4-dimethylvaleronitrile), 2,2′-azobis (2-methylbutyronitrile), 1-[(1-cyano-1-methylethyl) azo]
Formamide, 2-phenylazo-4-methoxy-
Azonitrile compounds such as 2,4-dimethylvaleronitrile, azoamidine compounds such as 2,2′-azobis (2-methyl-N-phenylpropionamidine) dibasic acid salt, 2,2′-azobis [2- (5- Methyl-2-imidazolin-2-yl) propane] cyclic azoamidine compound such as dibasic acid salt, 2,2′-azobis ｛2-methyl-N- [1,1-bis (hydroxymethyl) -2-hydroxyethyl Azoamide compounds such as propionamide}, and alkylazo compounds such as 2,2'-azobis (2,4,4-trimethylpentane). The polymerization conditions should be appropriately determined experimentally depending on the monomer used and the initiator, but from the viewpoint of increasing the polymerization rate and minimizing unreacted monomers as much as possible, In the mold polymerization, it is preferable to heat the mold to 100 ° C. or higher, more preferably 170 ° C. or higher, for at least 10 minutes or more. Also, increasing the polymerization temperature continuously or semi-continuously is a preferable method for obtaining an optically uniform resin.

The polymerization rate of the resin of the present invention is not particularly limited, but is preferably higher. When a hard coat is applied as a post-treatment, it is preferably 90% or more in consideration of solution coating, vacuum deposition and the like. .

The method for molding the resin of the present invention is not particularly limited, and examples thereof include injection molding, extrusion molding, compression molding, belt press molding, and cast molding. An effective molding method includes a cast polymerization method.

As a mold used in the casting polymerization method, glass, in particular, a glass plate by a float method or a glass plate whose surface is polished is suitable for obtaining an optical plate having excellent surface accuracy. . On the other hand, as the continuous casting polymerization, a method using a metal belt which is a belt press molding is also preferable from the viewpoint that productivity and good thickness accuracy of a thin plate can be achieved.

The optical plate obtained by the present invention comprises:
Transparency, heat resistance, weather resistance, impact resistance, glazing,
Due to its excellent solvent resistance, chemical resistance, low birefringence, heat coloring property, etc., optical lenses such as eyeglass lenses, sunglass lenses, camera lenses, video camera lenses, contact lenses, and display devices Optical filter and liquid crystal display substrate, light diffusion plate for liquid crystal display, substrate for electroluminescence, substrate for liquid crystal light valve, optical disk substrate, and furthermore, it is preferably applied to windows for automobiles, aircraft, houses, home electric appliances, etc. Is what is done. For liquid crystal display substrates, it can be applied to any of TN type, STN type, TFT type, ferroelectric liquid crystal, etc.
It is particularly preferably used for molds and ferroelectric liquid crystals.

[0047]

EXAMPLES Hereinafter, the present invention will be described more specifically based on examples.

The glass transition temperature used in the examples was measured according to JIS K-7121 by Mettler.
It was measured by DSC 30 manufactured by the company. The softening temperature was measured in a needle entry mode using TMA 30 manufactured by Shimadzu Corporation. The inflection point of the displacement curve was defined as the softening temperature.

Example 1 47 g of isopropylmaleimide, 10 g of cyclohexylmaleimide, 31 g of styrene, ethylvinylbenzene 1
12 g of divinylbenzene containing 0.5% by weight of 8.2% by weight and 0.5% by weight of diethylbenzene, and the weight ratio of meta-form to para-form is 2: 1, and 0.5 g of azobisisobutyronitrile.
Were mixed and dissolved, and a prepared monomer dehydrated so that the water content was 300 ppm or less, was formed by cast polymerization. Cast polymerization was performed as follows.

Size 150 mm × 150 mm, thickness 5 m
m of the two glass plates were adhered to each other with a soft vinyl chloride gasket, and assembled so that the distance between the two glass plates was 2 mm. The monomer mixture was poured into the assembled glass plate, and the mixture was heated at 70 ° C. for 8 hours.
Polymerization was performed at 190 ° C. for 1 hour to obtain a transparent plate-shaped polymer. This platy polymer exhibited a glass transition temperature of 205 ° C and a softening temperature of 190 ° C.

The obtained platy polymer was used as a substrate, and a γ-glycidoxypropyltrimethoxysilane hydrolyzate, a bisphenol A type epoxy resin (solids ratio by weight: 50:50) and an aluminum-based cured product were formed on the substrate. An organopolysiloxane-based hard coat comprising a catalyst is provided, and zirconium oxide, tantalum oxide, and silicon dioxide are sequentially applied in this order to an optical film thickness of 1 / 4λ (λ = 520n).
m), a multilayer antireflection film made of an inorganic oxide was coated by a vacuum evaporation method. The optical plate having the anti-reflection film shows no cracks and no change in the anti-reflection effect even in a heat resistance test at 100 ° C. for 2 hours, and has excellent heat resistance as an optical filter for a display device. Had.

Example 2 In Example 1, the distance between the two glass plates was 0.6.
mm, except that the setting was changed to obtain a transparent plate-like polymer. This platy polymer exhibited the same characteristic values as in Example 1.

On this plate-like polymer, a hard coat comprising a system obtained by adding 50 parts by weight of a silica sol having an average particle diameter of 50 μm to the organopolysiloxane-based hard coat composition used in Example 1 was further provided. A transparent conductive film made of indium / tin oxide was coated on the hard coat film to a thickness of about 1000 angstroms by a sputtering method. The optical plate having the transparent conductive film has no problem such as crack generation or film peeling even in a heat resistance test at 150 ° C. for 2 hours, and has excellent heat resistance as a liquid crystal display substrate. Had.

Example 3 57.4 g of isopropyl maleimide, 31.6 of styrene
g, 2.4% by weight of ethylvinylbenzene, 1.4% by weight of methylvinylbenzene, 0.6% by weight of diethylbenzene
A mixed monomer containing 11 g of divinylbenzene and 0.5 g of azobisisobutyronitrile mixed and dissolved in a weight ratio of the meta-form to the para-form of 1:99 and dehydrated so that the water content becomes 200 ppm or less was used. Except for Example 2
Cast polymerization was performed under the same conditions as described above. This platy polymer exhibited a glass transition temperature of 214 ° C and a softening temperature of 203 ° C.

In the same manner as in Example 2, a hadcoat and a transparent conductive film were provided on the plate-like polymer. In the case of using this plate-shaped polymer, no problem such as crack generation or film peeling was observed at all even in a heat resistance test at 150 ° C. for 2 hours, and it had excellent heat resistance as a liquid crystal display substrate. Was.

Comparative Example 1 In Example 1, divinylbenzene containing 40.5% by weight of ethylvinylbenzene and 2.7% by weight of diethylbenzene and having a weight ratio of meta-form to para-form of 2: 1 was used. Polymerization was carried out in the same manner except that a prepared monomer dehydrated to 500 ppm or less was used to obtain a transparent plate-like polymer. This platy polymer has a glass transition temperature of 189.
° C and a softening temperature of 178 ° C. However, many fine dents were generated on the surface of the plate-like polymer, and it could not be used as an optical plate-like material such as an optical filter for a display device or a substrate for a liquid crystal display.

[0057]

According to the present invention, the optical plate obtained by the present invention comprises:
An optical plate having excellent heat resistance, surface accuracy, and toughness can be provided, and a material suitable for an optical filter for a display device, a substrate for a liquid crystal display, an optical disk substrate, and the like can be provided.

────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. ⁷ identification code FI G02C 7/02 G02C 7/02 G11B 5/62 G11B 5/62 (56) References JP-A-4-142313 (JP, A) JP-A-62-232415 (JP, A) JP-A-64-79208 (JP, A) JP-A-2-189316 (JP, A) (58) Fields investigated (Int. Cl. ⁷ , DB name) G02B 1/04 C08F 212/08 C08F 212/36 C08F 220/40

Claims (6)

(57) [Claims] 1. A monomer containing 20% by weight or more and 98% by weight or less of a monomer represented by the general formula (1), divinylbenzene, and a monomer represented by the general formula (1). The total weight ratio with benzene is 30% by weight or more, and the monomer represented by the general formula (2) is 0.1% by weight or more,
8.0% by weight or less, the compound represented by the general formula (3) is contained at 0.01% by weight or more and 0.4% by weight or less, and the monomer represented by the general formula (2) is mixed with the monomer represented by the general formula (2). An optical plate made of a transparent three-dimensionally crosslinked resin obtained by polymerizing a composition in which the total weight ratio of the compound represented by (3) and another saturated compound is 0.11% by weight or more and 8.01% by weight or less. Stuff. Embedded image (R ¹ and R ² in the general formula (1) represent a substituent selected from hydrogen, a methyl group and an ethyl group. R ³ has 1 to 1 carbon atoms.
20 represents a substituent selected from an alkyl group, an aryl group, an aralkyl group and a cycloalkyl group. R ⁴ and R ⁵ in the general formulas (2) and (3) represent a substituent selected from an alkyl group having 1 to 4 carbon atoms, an aryl group and an aralkyl group. R ⁶ represents a substituent selected from hydrogen, an alkyl group having 1 to 4 carbon atoms, an aryl group and an aralkyl group. ) 2. An optical plate according to claim 1, wherein the monomer represented by the general formula (1) is N-isopropylmaleimide and / or N-cyclohexylmaleimide. 3. An optical plate according to claim 2, wherein the content of N-cyclohexylmaleimide in the total composition is 30% by weight or less. 4. The transparent three-dimensionally crosslinked resin according to claim 1,
An optical plate-like article characterized in that styrene is copolymerized in an amount of 10% by weight or more. 5. The transparent three-dimensionally crosslinked resin according to claim 1,
An optical plate-like article characterized in that α-methylstyrene is copolymerized in an amount of from 3% by weight to 20% by weight. 6. An optical plate according to claim 1, wherein the ratio of the para-form in divinylbenzene is 30% by weight or more.