JP2002114919A - Polymer sheet having cycloalkane structure and method of manufacturing the same - Google Patents

Abstract

PROBLEM TO BE SOLVED: To control the reduction of the molecular weight of a polymer having a cycloolefin structure and thereby provide a polymer sheet excellent in transparency and heat resistance. SOLUTION: There are provided a polymer sheet having a cycloalkane structure, which comprises 100 pts.wt. of a polymer having a cycloalkane structure and 0.01-1 pt.wt. of a phenolic compound having an acrylate group at the end and has a light transmittance at 400 nm of 83% or more, and a method of manufacturing the same.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a polymer sheet having a cycloalkane structure having excellent thermochemical stability and a method for producing the same. More specifically, a polymer in which a polymer having a cycloalkane structure in a main chain or a side chain contains, as a stabilizer, a phenol compound having an acrylate at the terminal such as a hindered phenol group-containing (meth) acrylate compound. The present invention relates to a sheet and a method for manufacturing the sheet.

[0002]

2. Description of the Related Art A thermoplastic polymer having a bulky cycloalkane structure in a main chain or a side chain has excellent properties such as transparency, heat resistance, chemical resistance, solvent resistance, moisture resistance, and dielectric resistance. It is a synthetic resin and is widely used in various fields. These are amorphous because they contain a cyclic group in the main chain or side chain,
It is highly transparent and is about to be widely used as an optical material.

For example, as a high-density information recording, storage, and reproduction optical disk using a laser, a digital versatile disk (DVD) having a higher capacity has recently been put into practical use in place of a conventional CD, and various types of optical disks have been used. It is being developed and is expected to expand to such applications. Further, as a technique for increasing the density of recorded information beyond that of DVD, attempts have been made to shorten the wavelength of laser light and use a lens with a high numerical aperture. In order to increase the density, it is important to use a lens having a high numerical aperture. Accordingly, a thinner layer for transmitting laser light is required.
Regarding a technique for thinning a layer through which laser light passes, see, for example, Nikkei Electronics, Aug. 9, 1999 (74).
No. 9, p. 47), a number of configurations are introduced, and the thickness of the cover layer through which laser light passes is 0.3 mm.
mm to 0.1 mm are described. A sheet capable of meeting such a requirement needs to have a high transmittance in a short wavelength region. Further, for example, Japanese Patent Application Laid-Open
No. 283683, JP-A-2000-187886, and the like, when using an ultraviolet-curable resin when bonding the above-mentioned sheet to a substrate, the sheet is stable to ultraviolet rays. It is required that there be no coloring or deterioration.

[0004] Incidentally, polymers having a cycloalkane structure are roughly classified into those having a cyclic olefin group in the main chain and those having a cyclic olefin group in the side chain. It is subdivided into ring-opening polymers. On the other hand, a hydrogenated styrene-based polymer (vinylcyclohexane-based polymer) is known as a typical example of the latter.

The above addition polymer is generally obtained by addition polymerization of a cyclic olefin such as norbornene or tetracyclododecene with ethylene or α-olefin. On the other hand, hydrogenated ring-opened polymers generally polymerize cyclic olefins such as norbornene and tetracyclododecene in the presence of a metathesis catalyst to derive a precursor containing a C ＝ C double bond. It is obtained by hydrogenating a heavy bond.
All of these contain a cycloolefin ring whose main chain is strained, and the ring contains tertiary hydrogen which is apt to undergo thermal cleavage. Therefore, this polymer lacks thermochemical stability,
In other words, there is a problem that thermal decomposition easily occurs.

On the other hand, a hydrogenated styrene-based polymer (polyvinylcyclohexane-based polymer) is generally obtained by hydrogenating an aromatic group in a side chain of a polystyrene-based polymer. The cyclohexyl group in the side chain of the polymer itself is a ring with small distortion, but when incorporated in the polymer chain, the main chain is greatly distorted due to steric hindrance between adjacent cyclohexyl groups. In addition, the main chain and the cyclohexane group each contain one tertiary hydrogen which is susceptible to thermal cleavage, which triggers thermal decomposition.

The polymer having a cycloalkane structure is formed (formed) into a sheet by a melt molding method or a casting method from a polymer solution. The production of sheets by the melt molding method is characterized by the fact that the raw materials are melted and shaped, eliminating the need for solvent removal and associated equipment. Sex is required.
On the other hand, in the shaping by casting from a solution, although shaping can be easily performed even when the heat resistance of the material at a high temperature is insufficient,
There is a problem that a step of removing the solvent is necessary, and it is difficult to remove the solvent when the thickness of the sheet is large.

In the case of producing a sheet by melt molding, if the molecular weight is reduced due to the thermal decomposition of the polymer as described above, the mechanical strength of the sheet will be reduced. In particular, in the case of a hydrogenated styrene-based polymer (polyvinylcyclohexane-based polymer) in which the resin temperature and the thermal decomposition temperature suitable for molding are close to each other, such thermal decomposition is inevitable.

From such a viewpoint, in order to improve the thermochemical stability of these polymers having a cycloalkane structure, a stabilizer comprising a combination of a hindered phenol or benzofuranone compound with a phosphorus-containing compound or a sulfur-containing compound is used. (JP-A-5-242522, WO 99/41307)
Publication). Although these stabilizers can suppress a certain degree of molecular weight reduction, when a benzofuranone-based compound is used, it is colored by ultraviolet light, and at present, its use is limited.

[0010]

SUMMARY OF THE INVENTION It is a main object of the present invention to provide a polymer sheet having excellent transparency and heat resistance by suppressing a decrease in the molecular weight of a polymer having a cycloolefin structure. Furthermore, an object of the present invention is to suppress a decrease in molecular weight during melt film formation of a polymer having a cycloolefin structure, especially a thermoplastic polymer containing a cyclic olefin group in a main chain or a side chain, and to improve transparency and heat resistance. Another object of the present invention is to provide a polymer sheet which is less discolored even by ultraviolet irradiation. Still another object of the present invention is to provide a method for producing a polymer sheet excellent in transparency, heat resistance, discoloration and the like as described above.

[0011]

The present inventors have studied various heat stabilizers from the viewpoint of preventing the polymer sheet itself from being colored by ultraviolet rays while maintaining the heat stability during melt film formation. The present inventors have found that it is effective to use a phenol compound having an acrylate group at a terminal, particularly a polymer containing a specific amount of a hindered phenol group-containing acrylate compound, and have reached the present invention. That is, the present invention contains 0.01 to 1 part by weight of a phenol compound having an acrylate group at a terminal, based on 100 parts by weight of a polymer having a cycloalkane structure, and 40 parts by weight or less.
A polymer sheet having a cycloalkane structure, wherein the light transmittance at 0 nm is 83% or more.

Further, the present invention includes the following inventions. 1. The phenol compound has the following formula (I)

[0013]

Embedded image

(Wherein R _{1 to} R ₅ are the same or different from each other and are a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, and R ₆ is a hydrogen atom or a methyl group). The polymer sheet according to the above invention, which is a dophenol group-containing acrylate compound. 2. 3. The polymer sheet according to the above invention or 2, wherein the polymer having a cycloalkane structure is a hydrogenated styrene-based polymer in which the hydrogenated styrene-based polymer component is 80% by weight or more.

3. A composition containing 100 parts by weight of a polymer having a cycloalkane structure and 0.01 part by weight or more and 1 part by weight of a phenol compound having an acrylate group at a terminal is obtained by adding (glass transition temperature + 50) ° C. 2. The method for producing a polymer sheet having a cycloalkane structure according to claim 1, wherein the polymer sheet is melt-extruded at a transition temperature of +200) ° C. or lower. 4. 4. The method for producing a polymer sheet according to 3, wherein the phenol compound is a hindered phenol group-containing acrylate compound represented by the above formula (I). 5. 5. The method for producing a polymer sheet according to 3 or 4, wherein the polymer having a cycloalkane structure is a hydrogenated styrene-based polymer comprising 80% by weight or more of a hydrogenated styrene-based polymer component.

[0016]

BEST MODE FOR CARRYING OUT THE INVENTION As the polymer having a cycloalkane structure used in the present invention, a thermoplastic polymer containing a cyclic olefin group (preferably a saturated cyclic olefin group) in a main chain or a side chain is preferable. be able to. The former is further subdivided into addition-type polymers and hydrogenated ring-opening polymers.

The addition polymer is generally obtained by copolymerizing a cyclic olefin with ethylene and / or α-olefin. These are disclosed in JP-A-60-168708,
JP-A-61-115916, JP-A-61-2212
06, JP-A-61-292601 and the like. As the cyclic olefin, norbornene, 5-
Phenylnorbornene, tetracyclo [4.4.0.1
^2,5 . 1 ^7,10 ] -3-dodecene, 8-phenyltetracyclo [4.4.0.1 ^2,5 . Cyclic olefins such as ^1,7,10 ] -3-dodecene, cyclopentadiene, dicyclopentadiene, norbornadiene, 5-ethylidene norbornene, norbornadiene, 8-ethylidenetetracyclo [4.4.0.1 ^2,5 . 1 ^7,10 ] -3-dodecene, 8-
Isopropylidenetetracyclo [4.4.0.1 ^2,5 .
A cyclic diene such as [ ^17,10 ] -3-dodecene is preferably used. In particular, considering the availability of raw materials and the heat resistance of the polymer, norbornene and tetracyclo [4.4.0.1
^2,5 . 1 ^7,10 ] -3-dodecene and dicyclopentadiene are particularly preferred.

Among them, when a cyclic diene is used, the resulting polymer contains a C 化 C double bond, so that the addition polymer is further hydrogenated in the same manner as in the method for producing a hydrogenated ring-opened polymer described later. Is preferred.

The α-olefin used in the present invention includes propylene, 1-butene, 1-pentene, 1-hexene, 4-methyl-1-pentene, 1-heptene, 1-dodecene and the like having 3 carbon atoms. 〜20 α-olefins are used. As the monomer copolymerized with the cyclic olefin and the cyclic diol olefin, ethylene is most preferred from the viewpoint of reactivity, but propylene is also suitably used. These may be used alone or in combination of two or more. Such an addition polymer can be easily synthesized generally in the presence of a Ziegler catalyst or a metallocene catalyst.

The hydrogenated ring-opening polymer is a precursor
It is obtained by hydrogenating a ring-opening polymer. Ring opening weight
Coalescence generally involves cyclic olefins and cyclic diols.
It is obtained by polymerizing in the presence of a thesis catalyst.
These are disclosed in Japanese Patent Application Laid-Open Nos.
-218726, JP-A-2-133413
And Japanese Unexamined Patent Publication No. 3-109418.
You. Norbornene, 5-Fe
Nilnorbornene, tetracyclo [4.4.0.
1^{Two ,Five}. 1^7,10]]-3-Dodecene, 8-phenyltetracy
Black [4.4.0.1^2,5. 1^7,10] -3-Dodecene etc.
Cyclic olefins, dicyclopentadiene, norbornadi
Ene, 5-ethylidene norbornene, 5-isopropylidene
Nonnorbornene, 8-ethylidenetetracyclo [4.
4.0.1.^2,5. 1^7,10] -3-Dodecene, 8-Isopropyl
Lidentetracyclo [4.4.0.1^2,5. 1^7,10] -3
-A cyclic diene such as dodecene is preferably used.

Unlike the addition-type polymer, the ring-opening polymer inevitably contains a C 二 重 C double bond. Thus, C = C
Polymers containing double bonds have poor thermochemical stability and are not practical. For that purpose, the ring-opened polymer needs to be further hydrogenated in the presence of a hydrogenation catalyst. As such a hydrogenation catalyst, a compound such as a noble metal such as nickel, palladium, platinum, cobalt, ruthenium, and rhodium or an oxide, a salt, or a complex thereof may be used in the form of carbon, alumina, silica, silica.
A solid catalyst supported on a porous carrier such as alumina or diatomaceous earth, or a transition metal halide such as vanadium, chromium, manganese, iron, ruthenium, cobalt, rhodium, nickel, palladium, an acetylacetonate complex, a carboxylate complex, or a naphthate Examples include a homogeneous catalyst such as a complex, a trifluoroacetate complex, and a stearate complex.

The other group of polymers having a cycloalkane structure used in the present invention includes hydrogenated styrene-based polymers (vinylcyclohexane-based polymers) and hydrogenated styrene-based copolymers. These are generally easily obtained by hydrogenating a styrene polymer or a styrene copolymer. Examples of the styrene monomer used for the styrene polymer include styrene, α-methylstyrene, p-methylstyrene, and vinylnaphthalene. Of these, styrene is most preferred from the viewpoint of availability and polymer properties, and the polymer is polystyrene.

On the other hand, as the copolymerization component of the styrene copolymer, dienes such as butadiene, isoprene, 2,3-dimethylbutadiene, 2,3-pentadiene and 2,3-hexadiene are preferably used. By introducing these copolymer components, mechanical properties can be remarkably improved without impairing the transparency of the intended cyclic polymer. The introduction ratio is not more than 20 mol% of the styrene monomer, preferably 15% by weight after the hydrogenation reaction.
Moles or less. Exceeding that range is not preferred because not only the heat resistance of the polymer having a cycloalkane structure but also the transparency is impaired.

The method for producing these styrenic polymers is not particularly limited, and general radical polymerization, anion polymerization and cationic polymerization are preferably used. In addition, examples of the bonding mode of the styrene-based copolymer obtained by introducing a copolymer component into the styrene-based polymer include a random copolymer and a block copolymer. Of these, when importance is placed on heat resistance, a block copolymer is particularly preferred. These may be appropriately determined and employed depending on the application.

The method for hydrogenating the styrenic (co) polymer is not particularly limited as long as the aromatic group and the C ＝ C double bond can be efficiently hydrogenated. In general, the reaction is carried out in an inert solvent at a high temperature under hydrogen pressure in the presence of a hydrogenation catalyst. As the hydrogenation catalyst, noble metals such as nickel, palladium, platinum, cobalt, ruthenium and rhodium or compounds such as oxides, salts and complexes thereof are supported on a porous carrier such as carbon, alumina, silica, silica-alumina and diatomaceous earth. Solid catalysts. Among them, those in which nickel, palladium, rhodium, and platinum are supported on alumina, silica, silica-alumina, and diatomaceous earth have high activity and are preferably used.

In the molding material of the present invention, any of the above polymers having a cycloalkane structure can be used. Among these, preferred is a hydrogenated styrene-based polymer in which the polymer having a cycloalkane structure is 80% by weight or more of a hydrogenated styrene-based polymer component. The molecular weight of the polymer is 30,40 in terms of polystyrene-equivalent weight average molecular weight (Mw) measured by GPC (gel permeation chromatography) in consideration of the mechanical strength of the molded product and moldability.
It is preferably in the range of 000 to 1,000,000, more preferably in the range of 50,000 to 500,000, and still more preferably in the range of 80,000 to 400,000. If it is lower than this, the mechanical strength is insufficient, and if it is higher than that, the melt viscosity is too high and the fluidity becomes insufficient, and molding becomes difficult, which is not preferable. When expressed in terms of reduced viscosity, which is one measure of molecular weight, the reduced viscosity ηsp / C measured at 30 ° C. in a 0.5 g / dL toluene solution is 0.1 to 1%.
0 dL / g, preferably 0.3 to 3 dL / g, and more preferably 0.4 to 2.0 dL / g.

The hindered phenol group-containing (meth) acrylate compound used in the molding material of the present invention has the following general formula (I)

[0028]

Embedded image

[0029] (wherein, R ₁ to R ₅ are the same or different, a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, R ₆
Is a hydrogen atom or a methyl group. ). These can be used alone or in combination of two or more.

In the hindered phenol group-containing (meth) acrylate compound represented by the formula (I), R _{1 to} R ₅ are
The same or different, a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, preferably an alkyl group having 1 to 5 carbon atoms. The alkyl group is selected in consideration of the effect as a stabilizer and the ease of production. Specific examples of the alkyl group represented by R _{1 to} R ₅ include a methyl group, an ethyl group, an n-propyl group,
Examples thereof include an isopropyl group, an n-butyl group, a sec-butyl group, an isobutyl group, a tert-butyl group, and a 1,1-dimethylpropyl group. In particular, R ₁ and R ₂ are isopropyl, sec-butyl, tert-butyl,
A bulky alkyl group which causes steric hindrance, such as a 1,1-dimethylpropyl group, is preferred in terms of stabilizing effect and ease of production. Among them, a tert-butyl group and a 1,1-dimethylpropyl group are preferred. As R ₃ and R ₄ ,
From the viewpoint of ease of production, a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, an isobutyl group, a tert-butyl group, and a 1,1-dimethylpropyl group are used. However, in consideration of the formation reaction of the quinoid type structure accompanied by hydrogen abstraction, it is preferable that
An rt-butyl group and a 1,1-dimethylpropyl group are preferred. As R ₅ , a methyl group, an ethyl group, a propyl group,
Alkyl groups that are less likely to cause steric hindrance, such as n-butyl groups, are preferred from a production standpoint. R ₆ is a hydrogen atom or a methyl group.

Some of such hindered phenol group-containing (meth) acrylate compounds are trade names "Sumilyzer GS" and "Sumilyzer GM" (Sumitomo Chemical Co., Ltd.)
Commercially available). Hereinafter, the case where the phenol compound having an acrylate group at the terminal of the present invention is the above-mentioned hindered phenol group-containing (meth) acrylate compound will be described as a typical example.

In the present invention, the stabilizer comprising the (meth) acrylate compound containing a hindered phenol group is used in an amount of 0.01 to 1 part by weight based on 100 parts by weight of the polymer having a cycloalkane structure. When the content in the composition is less than 0.01 part by weight, the degree of polymerization of the polymer having a cycloalkane structure is significantly reduced,
It is difficult to obtain a sheet of desired physical properties. On the other hand, if the content in the composition exceeds 1 part by weight, the light transmittance of the sheet is undesirably reduced. The content of the hindered phenol group-containing (meth) acrylate compound is more preferably 0.05 part by weight or more and 0.8 part by weight or less, and more preferably 0.1 part by weight or more and 0.5 part by weight or less. Is more preferable.

As a method for incorporating the above-mentioned (meth) acrylate compound having a hindered phenol group into the polymer having a cycloalkane structure of the present invention, it is preferable to add the polymer after the hydrogenation reaction. By evaporating the solvent from the solution containing the polymer having the cycloalkane structure and the hindered phenol group-containing (meth) acrylate compound, a composition for molding can be obtained.

The polymer sheet having a cycloalkane structure of the present invention has a light transmittance at 400 nm of 83% or more. When the transmittance at 400 nm is less than 83%,
Since the transmittance is insufficient or the sheet itself is colored yellow, it is not suitable for optical use. The higher the transmittance, the more preferable it is 85% or more. The thickness of the sheet of the present invention varies depending on the use, but is generally 300 μm or less.

As a typical example of the method for producing the sheet, a case where the phenol compound having an acrylate group at the terminal is a hindered phenol group-containing acrylate compound represented by the above formula (I) will be described. A composition containing 100 parts by weight of the polymer having a cycloalkane structure of the present invention and 0.01 part by weight or more and 1 part by weight of the hindered phenol group-containing acrylate compound represented by the formula (I) is used. (Glass transition temperature + 5
0) C. or more and (Glass transition temperature +200) C. or less, and then extruded, and then cooled and solidified at (Glass transition temperature -40) C. or more and (Glass transition temperature +30) C. or less.

Although the melting temperature largely depends on the degree of polymerization of the polymer, the shear rate is 1,000 (1/1).
It is preferably carried out at a temperature at which the melt viscosity in s) is about 100 to 100,000 poise. Melt viscosity is 100
When it is less than poise, it is difficult to produce a uniform film, and when it exceeds 100,000 poise, the load at the time of extrusion increases, which is not preferable.
The preferred range of the melt viscosity is 200 to 50,000.
It is about poise. From these points, the melting temperature
If the polymer has a (glass transition temperature + 80) ° C. or lower, it is difficult to obtain a polymer having a viscosity suitable for film formation. On the other hand, (glass transition temperature +200) ° C. is not preferable because the stability of the polymer during the stay is insufficient. The melting temperature is preferably (glass transition temperature + 90) ° C. or more and (glass transition temperature + 180) ° C. or less, more preferably (glass transition temperature + 90) ° C. or more (glass transition temperature + 1) of the polymer.
70) The temperature is not higher than 70 ° C.

Further, the temperature for cooling the melt is preferably from (glass transition temperature−40) ° C. to (glass transition temperature + 40) ° C. If the temperature at the time of cooling and solidifying is lower than (glass transition temperature −40) ° C., it is difficult to obtain a film having a smooth surface, and (glass transition temperature +4).
0) If the temperature is higher than 0 ° C., it is not preferable because the cooling efficiency is insufficient and the elasticity of the formed film is insufficient and the film is easily deformed. Such a cooling temperature is preferably (glass transition temperature −30) ° C. or more and (glass transition temperature 30) ° C. or less, and more preferably (glass transition temperature −20) ° C. or more and (glass transition temperature + 25) ° C.

Further, a polymer composition having a cycloalkane structure to be used for the melt film formation may be suitably selected from trade names such as "Irganox 1010" and "Irganox 1076" (manufactured by Ciba Specialty Chemicals Co., Ltd.) An antioxidant such as a hindered phenol type, trade name “Irgafuos 168” (manufactured by Ciba Specialty Chemicals Co., Ltd.) may be used in combination. The sheet thus obtained can be stretched uniaxially or biaxially depending on the purpose.

[0039]

According to the present invention, it is possible to obtain a polymer sheet having a cycloalkane structure in which a decrease in molecular weight during melt film formation is suppressed. The resulting sheet has transparency, heat resistance,
There is little discoloration upon irradiation with ultraviolet light, and it can be used for various optical applications.

[0040]

The present invention will be described below in detail with reference to examples. However, the present invention is not limited to these. In addition, the raw materials used in the examples are as follows.
Polystyrene is a polystyrene "GP15" manufactured by BASF.
8K "was used as it was. The Ni / silica-alumina catalyst (Ni loading 65% by weight) was purchased from Aldrich and used as it was.

The "Sumilyzer G" used in this example
S] [In the above formula (I), R₁= R_Two= R_Three= R_Four= 1,1-
Dimethylpropyl group, R_Five= Methyl group and R₆= Hydrogen source
Child] and "Sumilyzer GM" (R₁= R_Two= 1,1-
Dimethylpropyl group, R_Three= R _Four= Methyl group and R_Five=
R₆= Hydrogen atom) was purchased from Sumitomo Chemical Industries, Ltd.
Was used as is.

The hindered phenol-based stabilizer “Irganox 1010” and the benzofuranone-based stabilizer “Irganox HP2225FF” used in Comparative Examples were obtained from Ciba Specialty Chemicals Co., Ltd. It was purchased and used as is.

The measurements of various physical properties performed in Examples and Reference Examples were performed by the following methods. a) Glass transition temperature (Tg): TA Instrument
nts 2920 type DSC was used, and the heating rate was 20
Measured in ° C / min. b) Hydrogenation rate: Quantified by 1H-NMR. JEOL
A JNM-A-400 type nuclear magnetic resonance absorption apparatus was used. c) Reduced viscosity: of a toluene solution having a concentration of 0.5 g / dL,
The reduced viscosity ηsp / C (dL / g) at 30 ° C. was measured.

D) Measurement of melt viscosity: A Koka type flow tester was used. The resin was filled into a metal cell with a nozzle (nozzle diameter 0.5 mm and nozzle length 4 mm) heated to a predetermined temperature, and the molten resin was extruded at a predetermined temperature at a shear rate of 1000 sec ^{-1 and} the melt viscosity was measured. . e) UV irradiation: P from FUSION SYSTEMS
Irradiation was performed for a predetermined time using a 150 type ultraviolet curing coater. f) Light transmittance: Hitachi U-3200 SPECTROPHOTOMETER
Using a 0.6 mm disk substrate and 40
The transmittance at 0 nm was measured.

[Production Example 1] The inside of a 10 L stainless steel autoclave with stirring blades was sufficiently dried and purged with nitrogen, and then 750 g of polystyrene (Mw = 2.8 ×
10 ⁵ ), 118 g of a Ni / silica-alumina catalyst, 2200 g of cyclohexane and 1500 g of methyl-tert-butyl ether were charged. Subsequently, the reactor was sufficiently purged with hydrogen, and then 100 kgf / cm ² (9.8 M
A hydrogenation reaction was performed at 180 ° C. for 6 hours while stirring under a hydrogen pressure of Pa). After completion of the reaction, the resulting suspension (slurry) was subjected to pressure filtration using a membrane filter having a pore diameter of 0.1 μm (“Fluoropore” manufactured by Sumitomo Electric Industries, Ltd.) to obtain a colorless and transparent solution. Was.

"Sumilyzer GS" (the above-mentioned formula (I))
R ₁ = R ₂ = R ₃ = R ₄ = 1,1-dimethylpropyl group, R ₅ = methyl group, R ₆ = hydrogen atom), and 0.4% by weight of the hydrogenated styrene polymer is hydrogenated. 0.5% by weight based on the styrene polymer was added, and then the solvent was added at 200 ° C.
The mixture was distilled under reduced pressure (flashing) to obtain a hydrogenated styrene polymer.

The hydrogenation rate of this polymer determined by ¹ H-NMR was 99% or more. Concentration 0.5g / dL
Reduced viscosity ηs determined at 30 ° C. using toluene solution of
p / C was 0.50 dL / g. The glass transition temperature measured by DSC was 149 ° C. When the melt viscosity of the obtained resin was measured at 260 ° C. using a Koka type flow tester, it was 2400 poise.

[Production Example 2] In Production Example 1, "Irganox HP222" was used instead of "Sumilyzer GS".
The same operation was performed except that "5FF" was used to obtain a hydrogenated styrene polymer.

Example 1 The polymer obtained in Production Example was
It was melt-extruded at 60 ° C. and cast on a drum controlled at 160 ° C. to form a 270 μm-thick unoriented sheet. The reduced viscosity of the obtained sheet was 0.50 dL / g, and no decrease in the degree of polymerization was observed. The transmittance of the obtained sheet at 400 nm was 86%. Further, the sheet was irradiated with ultraviolet light at an intensity of 60 mW / cm ^2.
After irradiation for 0 seconds, the transmittance at 400 nm was measured and found to be 85%.

Comparative Example 1 Using the polymer obtained in Production Example 2, a sheet was produced in the same manner as in Example 1, and the sheet was evaluated. The results are shown in Table 1.

[0051]

[Table 1]

──────────────────────────────────────────────────の Continued on the front page (51) Int.Cl. ⁷ Identification symbol FI Theme coat ゛ (Reference) // B29K 45:00 B29K 45:00 B29L 7:00 B29L 7:00 (72) Inventor Kaoru Iwata Yamaguchi No.2-1 Hinodecho, Iwakuni-shi Teijin Co., Ltd. Iwakuni Research Center (72) Inventor Michio Yamaura No.2-1 Hinodemachi, Iwakuni-shi, Yamaguchi Prefecture Teijin Co., Ltd. Iwakuni Research Center F-term (reference) AA21X AA76 AC11 AE05 AF30 AF30Y AF45 AF57 AH19 BA01 BB06 BC01 BC10 4F207 AA12 AG01 KA01 KA17 KF01 KL63 KL84 4J002 AA031 BB161 BB191 CE001 EJ066 FD050 GP00

Claims (6)

[Claims] 1. A polymer 10 having a cycloalkane structure
A cycloalkane containing 0.01 to 1 part by weight of a phenol compound having an acrylate group at the terminal with respect to 0 part by weight, and having a light transmittance at 400 nm of 83% or more. A polymer sheet having a structure. 2. A phenol compound represented by the following formula (I): (In the formula, R _{1 to} R ₅ are the same or different from each other and are a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, and R ₆ is a hydrogen atom or a methyl group.) The polymer sheet according to claim 1, wherein the polymer sheet is an acrylate-based compound. 3. A polymer having a cycloalkane structure,
The polymer sheet according to claim 1 or 2, wherein the hydrogenated styrene-based polymer component is a hydrogenated styrene-based polymer comprising 80% by weight or more. 4. A polymer 10 having a cycloalkane structure
A composition containing 0.01 parts by weight or more and 1 part by weight of a phenol compound having an acrylate group at a terminal in an amount of 0 part by weight or more and (glass transition temperature + 50) ° C. or more and (glass transition temperature + 200) ° C. 2. The method for producing a polymer sheet having a cycloalkane structure according to claim 1, wherein the polymer sheet is melt-extruded. 5. The method for producing a polymer sheet according to claim 4, wherein the phenol compound is a hindered phenol group-containing acrylate compound represented by the formula (I). 6. A polymer having a cycloalkane structure,
The method for producing a polymer sheet according to claim 4 or 5, wherein the hydrogenated styrene-based polymer component is a hydrogenated styrene-based polymer comprising 80% by weight or more.