JPS6195011A - Optical disk substrate - Google Patents
Optical disk substrateInfo
- Publication number
- JPS6195011A JPS6195011A JP59216331A JP21633184A JPS6195011A JP S6195011 A JPS6195011 A JP S6195011A JP 59216331 A JP59216331 A JP 59216331A JP 21633184 A JP21633184 A JP 21633184A JP S6195011 A JPS6195011 A JP S6195011A
- Authority
- JP
- Japan
- Prior art keywords
- weight
- maleimide
- methyl methacrylate
- monomer
- present
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
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- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Optical Record Carriers And Manufacture Thereof (AREA)
Abstract
Description
【発明の詳細な説明】 〈産業上の利用分野〉 本発明は光ディスク基板に関するものである。[Detailed description of the invention] <Industrial application field> The present invention relates to an optical disc substrate.
さらに詳しくは耐熱性および透明性が優れ、復屈折が小
さい光ディスク基板に関するものである。More specifically, the present invention relates to an optical disk substrate that has excellent heat resistance and transparency, and low birefringence.
〈従来の技術〉
一般にプラスチック材料は軽量で、耐衝撃性、加工性お
よび大量生産性に優れることから、近年光ファイバー、
光学レンズおよび光ディスク等の光学素子用材料として
の需要が拡大しつつある。これら光学素子用プラスチッ
ク材料としては、現在、ポリメタクリル酸メチル、ポリ
スチレンおよびポリカーボネートなどの透明性樹脂が主
に用いられている（特公昭４３−８９７８号公報）。<Conventional technology> In general, plastic materials are lightweight, have excellent impact resistance, processability, and mass productivity, so in recent years optical fibers,
Demand for materials for optical elements such as optical lenses and optical discs is increasing. Currently, transparent resins such as polymethyl methacrylate, polystyrene, and polycarbonate are mainly used as plastic materials for these optical elements (Japanese Patent Publication No. 8978/1989).
〈発明が解決しようとする問題点〉
しかるにポリメタクリル酸メチルおよびポリスチレンは
熱変形温度に代表される耐熱性が劣るため、高温条件下
での使用に耐えない問題がある。また、ポリカーボネー
トは耐熱性は優れるものの溶融流動性が劣るため、成形
性が悪く、また成形歪に起因する複屈折が大きいという
問題がある。<Problems to be Solved by the Invention> However, polymethyl methacrylate and polystyrene have poor heat resistance, typified by heat distortion temperature, and therefore have the problem of not being able to withstand use under high temperature conditions. Further, although polycarbonate has excellent heat resistance, it has poor melt flowability, resulting in poor moldability and high birefringence due to molding distortion.
特に光ビデオディスク、デジタルオーディオディスクお
よび画像ファイル用ディスクなどの光ディスクメモリシ
ステムにおける光ディスク基板に対してはきわめて高度
な精度が要求されるため、そのディスク基板材料として
はより高度な耐熱性および透明性が要求され、とりわけ
複屈折が十分小さいことが要求されろ。In particular, extremely high precision is required for optical disk substrates in optical disk memory systems such as optical video disks, digital audio disks, and image file disks, so the disk substrate materials must have higher heat resistance and transparency. In particular, it is required that the birefringence be sufficiently small.
しかるに、これらの要求を十分満足できる基板材料はい
まだ見出されておらず、したがって、十分満足し得る光
ディスク基板も得られて％％ない。However, a substrate material that satisfactorily satisfies these requirements has not yet been found, and therefore no optical disc substrate that satisfactorily satisfies these requirements has been found.
本発明者らは上記要求を満足する高精度な光ディスク基
板を提供することを目的として鋭意検討した結果、メタ
クリル酸メチルと特定のマレイミド系単量体から得られ
る特定組成の共重合体からなる光ディスク基板材料は耐
熱性および透明性が優れ、しかも複屈折が小さいことを
見出し、本発明に到達した。As a result of intensive studies aimed at providing a high-precision optical disc substrate that satisfies the above requirements, the present inventors found that an optical disc made of a copolymer of a specific composition obtained from methyl methacrylate and a specific maleimide monomer. It was discovered that the substrate material has excellent heat resistance and transparency, and low birefringence, and the present invention was achieved.
く間１点を解決するための手段および作用〉すなわち本
発明はメタクリル酸メチル５５〜９８：１ｌｉｆｆｉ％
、下記（１１式で表わされるマレイミド系単量体２〜２
５重量％およびこれらの単量体と共重合可能な他のビニ
ル系単量体０〜４０重量％からなる単量体混合物を重合
してなる共重合体からなる光ディスク基板を提供するも
のである。Means and operation for solving the problem> That is, the present invention provides methyl methacrylate 55 to 98:1 liffi%
, below (maleimide monomers 2 to 2 represented by formula 11)
The present invention provides an optical disc substrate made of a copolymer obtained by polymerizing a monomer mixture consisting of 5% by weight and 0 to 40% by weight of other vinyl monomers copolymerizable with these monomers. .
■
（（Ｉ）式中、Ｒは水素原子、炭素数１〜゛２０の置換
または非置換のアルキル基またはアリール基を表わす。(2) (In formula (I), R represents a hydrogen atom, a substituted or unsubstituted alkyl group or aryl group having 1 to 20 carbon atoms.
）
本発明において光ディスクとは光を使って情報を記録お
よび／または再生するメモリンステ 町。) In the present invention, an optical disc is a memory device that records and/or reproduces information using light.
ムを意味し、具体的には光ビデオディスク、デジタルオ
ーディオディスク、画像ファイルディスクなどが挙げら
れる。光磁気ディスクもこの中に含まれる。Specific examples include optical video discs, digital audio discs, and image file discs. This also includes magneto-optical disks.
本発明で用いられるメタクリル酸メチルとマレイミド糸
車】体を共重合してなる共重合体自身は公知である（例
えば、特公昭４３−９７５３号公報）。The copolymer obtained by copolymerizing methyl methacrylate and maleimide spinning wheel used in the present invention is known (for example, Japanese Patent Publication No. 43-9753).
本発明で用いる共重合体（以降、マレイミド系共重合体
と呼ぶ。）はメタクリル酸メチル５５〜９８重盪％、好
ましくは７５〜９５ｆｆｉ量％、下記（Ｉ）式で表わさ
れるマレイミド系単量体２〜２５重量％、好ましくは５
〜２０ＭＦｋ％およびこれらの単量体と共重合可能な他
のビニル単量体０〜４０重量％、好ましくは０〜２０重
量％からなる単量体混合物を重合してなる共重合体であ
る。The copolymer used in the present invention (hereinafter referred to as a maleimide copolymer) contains 55 to 98% by weight of methyl methacrylate, preferably 75 to 95% by weight, and a maleimide monomer represented by the following formula (I). 2-25% by weight, preferably 5
It is a copolymer obtained by polymerizing a monomer mixture consisting of ~20 MFk% and 0 to 40% by weight, preferably 0 to 20% by weight of other vinyl monomers copolymerizable with these monomers.
ＣＨ２＝ ＣＨ２
（１）式においてＲは水素原子、炭素数１〜２０の置換
または非置換のアルキル基またはアリール基を表わす。CH2=CH2 In the formula (1), R represents a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or an aryl group.
従って、本発明で用いる又レイミド系共重合体は、５５
〜９８重量％のメタクリル酸メチル単位と、２〜２５重
量％の上記（Ｉ）式で示されるＮ−非置換または置換の
マレイミド単位と、および０〜４０重量％の前記他のビ
ニル単量体から誘導された単位とを含有する共重合体で
ある。Therefore, the leimide copolymer used in the present invention has 55
-98% by weight of methyl methacrylate units, 2-25% by weight of N-unsubstituted or substituted maleimide units represented by the above formula (I), and 0-40% by weight of the other vinyl monomers. It is a copolymer containing units derived from.
マレイミド系単量体としては（Ｉ）式を満足するものな
らば特に制限はないが、好ましい具体例としてはマレイ
ミド、Ｎ−メチルマレイミド、Ｎ−エチルマレイミド、
Ｎ−ｔ−ブチルマレイミド、Ｎ−シクロへキシルマレイ
ミド、Ｎ−フェニルマレイミドなどが挙げられる。池の
ビニル系単量体としては、メタクリル酸メチ°ルおよび
／または上記マレイミド系単量体と共重合可能なものな
らば特に制限はないが、好ましい具体例としては、アク
リル酸、メタクリル酸、アクリル酸メチル、アクリル酸
エチル、アクリル酸ブチル、アクリル酸２−エチルヘキ
シル、メタクリル酸エチル、メタアクリル酸シクロヘキ
シルなどの（メタ）アクリル酸（エステル）糸車ｆｆｉ
体、スチレン、α−メチルスチレン、ｐ−メチルスチレ
ンなどの芳香族ビニル系単ｆｌＨＥ、無水マレイン酸お
よびアクリロニトリルなどが挙げられる。The maleimide monomer is not particularly limited as long as it satisfies formula (I), but preferred specific examples include maleimide, N-methylmaleimide, N-ethylmaleimide,
Examples include N-t-butylmaleimide, N-cyclohexylmaleimide, N-phenylmaleimide, and the like. The vinyl monomer is not particularly limited as long as it can be copolymerized with methyl methacrylate and/or the above maleimide monomer, but preferred specific examples include acrylic acid, methacrylic acid, (Meth)acrylic acid (ester) spinning wheel ffi, such as methyl acrylate, ethyl acrylate, butyl acrylate, 2-ethylhexyl acrylate, ethyl methacrylate, and cyclohexyl methacrylate
Examples include aromatic vinyl-based single flHEs such as styrene, α-methylstyrene, and p-methylstyrene, maleic anhydride, and acrylonitrile.
単量体混合物中のメタクリル酸メチル、マレイミド系単
量体の割合は上記のとおりである。The proportions of methyl methacrylate and maleimide monomers in the monomer mixture are as described above.
メタクリル酸メチルが５５重量％未満またはマレイミド
系単量体が２５重量％を越えると透明性が劣り、複屈折
が大きくなるので好ましくない。メタクリル酸メチルが
９８重量％を越えるか、またはマレイミド系単量体が２
重量％未満の場合は耐熱性が劣るので好ましくない。他
のビニル系単量体が４０重量％を越えると本発明の効果
が十分発揮されなくなるので好ましくない。If the content of methyl methacrylate is less than 55% by weight or the content of the maleimide monomer exceeds 25% by weight, transparency will be poor and birefringence will be large, which is not preferred. Methyl methacrylate exceeds 98% by weight or maleimide monomer
If it is less than % by weight, the heat resistance will be poor, which is not preferable. If the amount of other vinyl monomers exceeds 40% by weight, the effects of the present invention will not be sufficiently exhibited, which is not preferable.
マレイミド系共重合体の重合方法に関Ｃては特に制限は
なく、通常公知の方法（例えば特公昭４３−９７５３号
公報記載の方法）で重合することができる。すなわち、
ラジカル発生性開始剤の存在下または非存在下に上記の
単量体混合物を所定の温度条件に保つことによって重合
できる。塊状重合、溶液重合、懸濁重合および乳化重合
等各種の方法を用いることができる。There are no particular limitations on the method of polymerizing the maleimide copolymer, and the polymerization can be carried out by a commonly known method (for example, the method described in Japanese Patent Publication No. 43-9753). That is,
Polymerization can be carried out by maintaining the above monomer mixture at a predetermined temperature condition in the presence or absence of a radical-generating initiator. Various methods such as bulk polymerization, solution polymerization, suspension polymerization and emulsion polymerization can be used.
本発明のマレイミド系共重合体の重合度に関しては特に
制限はないが、ディスク基板を射出成形によって成形す
る場合は溶融流動性が良好なことが必要であり、その場
合はジメチルホルムアルデヒドを用い１．３０℃で測定
した極限粘度（〔η〕）は０．１５〜０．５０のものが
好ましい。There is no particular restriction on the degree of polymerization of the maleimide copolymer of the present invention, but when molding a disk substrate by injection molding, it is necessary to have good melt flowability, and in that case, dimethyl formaldehyde is used in 1. The intrinsic viscosity ([η]) measured at 30°C is preferably 0.15 to 0.50.
本発明の光ディスク基板は常法によって製造することが
できる。すなわち本発明のマレイミド系共重合体を用い
て、ビデオディスク、オーディオディスク、画像ファイ
ル用ディスクなど目的に応じ、所定の形状および寸法の
ディスク基板を射出成形、圧縮成形などの方法で成形す
霜
ることができる。あるいはキャスト１合法で製造するこ
ともできる。その基板に所定の加工、処理を施すことに
よって目的とする光ディスクを製造することができる。The optical disc substrate of the present invention can be manufactured by a conventional method. That is, the maleimide copolymer of the present invention can be used to mold disc substrates of predetermined shapes and dimensions according to purposes such as video discs, audio discs, and image file discs by methods such as injection molding and compression molding. be able to. Alternatively, it can also be manufactured using the cast 1 method. By subjecting the substrate to predetermined processing and treatment, the desired optical disc can be manufactured.
ディスク基板の成形法としては通常は射出成形法が用い
られる。すなわち、射出成形機を用い、シリンダ一温度
１８０〜３００℃、好ましくは２００〜２８０℃、金型
温度３０〜１２０℃、好ましくは５０〜９５℃ｌζ設定
して成形することができる。Injection molding is usually used as a molding method for the disk substrate. That is, molding can be carried out using an injection molding machine with a cylinder temperature of 180 to 300°C, preferably 200 to 280°C, and a mold temperature of 30 to 120°C, preferably 50 to 95°C.
本発明の光ディスク基板は紫外線吸収剤などの光安定剤
、酸化防止剤などの熱安定剤等を含有することができる
。また本発明の効果を損なわない範囲で他の１合体を混
合状態で含有することもできる。The optical disc substrate of the present invention can contain light stabilizers such as ultraviolet absorbers, heat stabilizers such as antioxidants, and the like. Further, other combinations may be contained in a mixed state within a range that does not impair the effects of the present invention.
〈実施例〉
以下、実施例および比較例により本発明をさらに詳しく
説明する。以下、実施例および比較例で用いられる、熱
変形温度、光透過率、屈折率および複屈折は次の方法に
従って測定した。<Examples> Hereinafter, the present invention will be explained in more detail with reference to Examples and Comparative Examples. Hereinafter, heat distortion temperature, light transmittance, refractive index and birefringence used in Examples and Comparative Examples were measured according to the following methods.
熱変形温度： ＡＳＴＭ Ｄ−６４８−５６に従って
測定した。Heat Distortion Temperature: Measured according to ASTM D-648-56.
光透過率： ＪＩＳ Ｋ６７１４に従い、積分球式光
線透過率測定装置により、厚さ３．０Ｈの試験片で測定
した。Light transmittance: Measured using an integrating sphere type light transmittance measuring device in accordance with JIS K6714 using a 3.0H thick test piece.
屈折率（ｎｏ）： ＡＳＴＭ Ｄ５４２ ５０＋ｃ従い
、アツベの屈折計によって測定した。Refractive index (no): Measured using an Atsube refractometer according to ASTM D542 50+c.
複屈折：射出成形により、直径１２００、厚さＬ２ｆｆ
の形状を有する中心ゲートの金型でディスク基板を成形
し、東芝硝子株式会社製、東芝精密歪計５ＶＰ−３０を
使って、ディスク基板の中心から２００の位置の複屈折
を測定した。Birefringence: Diameter 1200, thickness L2ff by injection molding
A disk substrate was molded using a center gate mold having the shape of , and the birefringence at a position 200 degrees from the center of the disk substrate was measured using a Toshiba Precision Strainmeter 5VP-30 manufactured by Toshiba Glass Co., Ltd.
実施例
（マレイミド系共重合体の製造）
表１に示した組成の単量体混合物、１００重量部に対し
てアゾビスイソブチロニトリル０．５重量部を添加、溶
解し、７５℃で６時間、さらに９５℃で２時間重合する
ことによってマレイミド系共重合体（Ｍ−１〜Ｍ−７）
を製造しγこ。Example (Manufacture of maleimide copolymer) 0.5 parts by weight of azobisisobutyronitrile was added to 100 parts by weight of the monomer mixture having the composition shown in Table 1, dissolved, and 6 parts by weight were added at 75°C. Maleimide copolymers (M-1 to M-7) were obtained by polymerizing for 2 hours at 95°C.
Manufactured by gamma.
表 １
（成形品による物性測定）
かくして製造したマレイミド系共重合体（Ｍ−１〜Ｍ−
５）を射出成形し、各試験片およびディスク基板を成形
し、各物性を測定した。結果を表２に示した。Table 1 (Measurement of physical properties using molded products) Maleimide copolymers thus produced (M-1 to M-
5) was injection molded to form each test piece and disk substrate, and each physical property was measured. The results are shown in Table 2.
射出成形は成形機のシリンダ一温度２６０’Ｃ１金型温
度６０℃に設定して行なった。Injection molding was carried out by setting the cylinder temperature of the molding machine to 260'C1 and the mold temperature to 60°C.
比較例
（他の重合体との比較）
Ｍ−６，Ｍ−７，”スタイロン６６６（旭化成（株）
ｆｆポリスチレン）、゛アクリベットＶＨ”（三菱レイ
ヨン（株）製アクリル樹脂）およびニーピロンＨ４００
０（三菱瓦斯化学（株） 製ホＩＩカーボネート）につ
いても実施例と同じ方法で各物性を測定した。Comparative example (comparison with other polymers) M-6, M-7, “Stylon 666 (Asahi Kasei Corporation)
ff polystyrene), “Acryvet VH” (acrylic resin manufactured by Mitsubishi Rayon Co., Ltd.) and Kneepilon H400
0 (Ho II carbonate manufactured by Mitsubishi Gas Chemical Co., Ltd.) was also measured for each physical property in the same manner as in the examples.
ユーピｏ：／Ｈ４０００の成形のみは、シリンダ一温度
３２０℃、金型温度８０℃で行なった。Only the molding of UPIO:/H4000 was carried out at a cylinder temperature of 320°C and a mold temperature of 80°C.
覧〜
実施例および比較例の結果から次のことが明らかである
。すなわち本発明のマレイミド系共重合体（Ｍ−１〜Ｍ
−５）からなるディスク基板は、熱変形温度、透明性が
すぐれ、複屈折も小さい。それに対しポリメタクリル酸
メチル（Ｍ−６、アクリベットＶＨ）からなるディスク
基板は熱変形温度が低い。ポリスチレン（スタイロン６
６６）からなるディスク基板は熱変形温度と複屈折が劣
る。ポリカーボネート（ニーピロンＨ４０００）からな
るディスク基板は熱変形温度は高いが、複屈折が大きい
。また、マレイミド系単量体含有量が２５重量％を越え
るマレイミド系共重合体は透明性、複屈折が劣るため好
ましくない。From the results of Examples and Comparative Examples, the following is clear. That is, the maleimide copolymers of the present invention (M-1 to M
-5) has excellent heat deformation temperature, excellent transparency, and low birefringence. On the other hand, a disk substrate made of polymethyl methacrylate (M-6, Akrivet VH) has a low heat distortion temperature. Polystyrene (Styron 6
66) has poor thermal deformation temperature and birefringence. A disk substrate made of polycarbonate (Nipilon H4000) has a high heat deformation temperature, but has a large birefringence. Furthermore, a maleimide copolymer having a maleimide monomer content of more than 25% by weight is not preferred because of poor transparency and birefringence.
〈発明の効果〉
以上説明したように、本発明のマレイミド系共重合体か
らなる光ディスク基板は、熱変形温度、透明性が優れ、
同時に複屈折が小さく、これらのバランスが従来の光学
プラスチックからなるディスク基板に比べて優れている
。<Effects of the Invention> As explained above, the optical disc substrate made of the maleimide copolymer of the present invention has excellent heat deformation temperature and transparency.
At the same time, birefringence is small, and the balance between these is superior to that of conventional optical plastic disk substrates.
Claims (1)
で表わされるマレイミド系単量体２〜２５重量％および
これらの単量体と共重合可能な他のビニル系単量体０〜
４０重量％からなる単量体混合物を重合してなる共重合
体からなる光ディスク基板。 ▲数式、化学式、表等があります▼……（ I ） （（ I ）式中、Ｒは水素原子、炭素数１〜２０の置換
または非置換のアルキル基またはアリール基を表わす。 ）[Claims] 55 to 98% by weight of methyl methacrylate, 2 to 25% by weight of a maleimide monomer represented by the following formula (I), and other vinyl monomers copolymerizable with these monomers. Body 0~
An optical disc substrate made of a copolymer obtained by polymerizing a monomer mixture containing 40% by weight. ▲There are mathematical formulas, chemical formulas, tables, etc.▼...(I) (In formula (I), R represents a hydrogen atom, a substituted or unsubstituted alkyl group or aryl group having 1 to 20 carbon atoms.)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59216331A JPS6195011A (en) | 1984-10-17 | 1984-10-17 | Optical disk substrate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59216331A JPS6195011A (en) | 1984-10-17 | 1984-10-17 | Optical disk substrate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS6195011A true JPS6195011A (en) | 1986-05-13 |
Family
ID=16686859
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP59216331A Pending JPS6195011A (en) | 1984-10-17 | 1984-10-17 | Optical disk substrate |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6195011A (en) |
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS61162509A (en) * | 1985-01-10 | 1986-07-23 | Nippon Shokubai Kagaku Kogyo Co Ltd | Thermoplastic resin and thermoplastic resin composition containing the same |
| JPS62177009A (en) * | 1986-01-31 | 1987-08-03 | Mitsubishi Rayon Co Ltd | Heat-resistant resin, its production and optical device using same |
| JPS6390518A (en) * | 1986-10-06 | 1988-04-21 | Denki Kagaku Kogyo Kk | Heat-resistant thermoplastic resin |
| JPS63118358A (en) * | 1986-11-07 | 1988-05-23 | Mitsubishi Rayon Co Ltd | Flame-retardant acrylic resin composition and production thereof |
| JPS63215705A (en) * | 1987-03-05 | 1988-09-08 | Nippon Shokubai Kagaku Kogyo Co Ltd | New methyl methacrylate copolymer and heat-resistant resin composition containing the same |
| JPS63248812A (en) * | 1987-04-03 | 1988-10-17 | Kyowa Gas Chem Ind Co Ltd | Copolymer for optical element |
| US5143960A (en) * | 1988-10-08 | 1992-09-01 | Nippon Unicar Company Limited | Modified ethylene copolymer |
| WO1993003076A1 (en) * | 1989-03-13 | 1993-02-18 | Ici Acrylics, Inc. | High temperature heat resistant acrylics |
| US5319043A (en) * | 1989-03-13 | 1994-06-07 | Ici Acrylics, Inc. | High temperature heat resistant acrylics method of manufacture |
| JPH07179527A (en) * | 1994-10-24 | 1995-07-18 | Mitsubishi Rayon Co Ltd | Optical element |
| JPH07179526A (en) * | 1994-10-24 | 1995-07-18 | Mitsubishi Rayon Co Ltd | Optical element |
| US8076435B2 (en) | 2008-12-31 | 2011-12-13 | Industrial Technology Research Institute | Acrylic copolymers with high heat-resistance and preparation thereof |
| US20140128547A1 (en) * | 2011-07-01 | 2014-05-08 | Asahi Kasei Chemicals Corporation | Acrylic Thermoplastic Resin Composition and Molded Article Thereof |
-
1984
- 1984-10-17 JP JP59216331A patent/JPS6195011A/en active Pending
Cited By (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0546368B2 (en) * | 1985-01-10 | 1993-07-13 | Nippon Catalytic Chem Ind | |
| JPS61162509A (en) * | 1985-01-10 | 1986-07-23 | Nippon Shokubai Kagaku Kogyo Co Ltd | Thermoplastic resin and thermoplastic resin composition containing the same |
| JPS62177009A (en) * | 1986-01-31 | 1987-08-03 | Mitsubishi Rayon Co Ltd | Heat-resistant resin, its production and optical device using same |
| JPS6390518A (en) * | 1986-10-06 | 1988-04-21 | Denki Kagaku Kogyo Kk | Heat-resistant thermoplastic resin |
| JPS63118358A (en) * | 1986-11-07 | 1988-05-23 | Mitsubishi Rayon Co Ltd | Flame-retardant acrylic resin composition and production thereof |
| JPS63215705A (en) * | 1987-03-05 | 1988-09-08 | Nippon Shokubai Kagaku Kogyo Co Ltd | New methyl methacrylate copolymer and heat-resistant resin composition containing the same |
| JPS63248812A (en) * | 1987-04-03 | 1988-10-17 | Kyowa Gas Chem Ind Co Ltd | Copolymer for optical element |
| US5143960A (en) * | 1988-10-08 | 1992-09-01 | Nippon Unicar Company Limited | Modified ethylene copolymer |
| WO1993003076A1 (en) * | 1989-03-13 | 1993-02-18 | Ici Acrylics, Inc. | High temperature heat resistant acrylics |
| US5319043A (en) * | 1989-03-13 | 1994-06-07 | Ici Acrylics, Inc. | High temperature heat resistant acrylics method of manufacture |
| JPH07179527A (en) * | 1994-10-24 | 1995-07-18 | Mitsubishi Rayon Co Ltd | Optical element |
| JPH07179526A (en) * | 1994-10-24 | 1995-07-18 | Mitsubishi Rayon Co Ltd | Optical element |
| US8076435B2 (en) | 2008-12-31 | 2011-12-13 | Industrial Technology Research Institute | Acrylic copolymers with high heat-resistance and preparation thereof |
| US20140128547A1 (en) * | 2011-07-01 | 2014-05-08 | Asahi Kasei Chemicals Corporation | Acrylic Thermoplastic Resin Composition and Molded Article Thereof |
| KR101536505B1 (en) * | 2011-07-01 | 2015-07-13 | 아사히 가세이 케미칼즈 가부시키가이샤 | Acrylic thermoplastic resin composition and molded article thereof |
| US10030134B2 (en) * | 2011-07-01 | 2018-07-24 | Asahi Kasei Kabushiki Kaisha | Acrylic thermoplastic resin composition and molded article thereof |
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