JPH02289605A - Low hygroscopic methacrylic resin - Google Patents
Low hygroscopic methacrylic resinInfo
- Publication number
- JPH02289605A JPH02289605A JP2090536A JP9053690A JPH02289605A JP H02289605 A JPH02289605 A JP H02289605A JP 2090536 A JP2090536 A JP 2090536A JP 9053690 A JP9053690 A JP 9053690A JP H02289605 A JPH02289605 A JP H02289605A
- Authority
- JP
- Japan
- Prior art keywords
- methacrylic resin
- resin
- copolymer
- weight
- methyl methacrylate
- 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
- 239000000113 methacrylic resin Substances 0.000 title claims description 10
- 238000010521 absorption reaction Methods 0.000 claims abstract description 12
- 229920001577 copolymer Polymers 0.000 claims abstract description 7
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims abstract description 6
- QIWKUEJZZCOPFV-UHFFFAOYSA-N phenyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1=CC=CC=C1 QIWKUEJZZCOPFV-UHFFFAOYSA-N 0.000 claims abstract description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 239000011347 resin Substances 0.000 abstract description 11
- 229920005989 resin Polymers 0.000 abstract description 11
- 230000003287 optical effect Effects 0.000 abstract description 9
- 239000000758 substrate Substances 0.000 abstract description 6
- 238000000034 method Methods 0.000 description 7
- 239000000203 mixture Substances 0.000 description 6
- 238000006116 polymerization reaction Methods 0.000 description 6
- 239000000178 monomer Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 3
- 239000003505 polymerization initiator Substances 0.000 description 3
- RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical compound SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 description 3
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 2
- 238000012662 bulk polymerization Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 125000005395 methacrylic acid group Chemical group 0.000 description 2
- 239000006082 mold release agent Substances 0.000 description 2
- 239000012778 molding material Substances 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- 239000007870 radical polymerization initiator Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 2
- LXUNZSDDXMPKLP-UHFFFAOYSA-N 2-Methylbenzenethiol Chemical compound CC1=CC=CC=C1S LXUNZSDDXMPKLP-UHFFFAOYSA-N 0.000 description 1
- DKIDEFUBRARXTE-UHFFFAOYSA-N 3-mercaptopropanoic acid Chemical compound OC(=O)CCS DKIDEFUBRARXTE-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 239000012986 chain transfer agent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 235000019329 dioctyl sodium sulphosuccinate Nutrition 0.000 description 1
- YHAIUSTWZPMYGG-UHFFFAOYSA-L disodium;2,2-dioctyl-3-sulfobutanedioate Chemical compound [Na+].[Na+].CCCCCCCCC(C([O-])=O)(C(C([O-])=O)S(O)(=O)=O)CCCCCCCC YHAIUSTWZPMYGG-UHFFFAOYSA-L 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- -1 ketone peroxides Chemical class 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000013307 optical fiber Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920005672 polyolefin resin Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000007717 redox polymerization reaction Methods 0.000 description 1
- 238000002407 reforming Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000010558 suspension polymerization method Methods 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- 239000005341 toughened glass Substances 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1806—C6-(meth)acrylate, e.g. (cyclo)hexyl (meth)acrylate or phenyl (meth)acrylate
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Description
【発明の詳細な説明】 〔産業上の利用分野〕 本発明は、低吸湿性メタクリル系樹脂Ｋ関する。[Detailed description of the invention] [Industrial application field] The present invention relates to a low hygroscopic methacrylic resin K.
メチルメタクリレートを主成分とするメタクリル系樹脂
は、透明性ならびに耐候性Ｋｆｌめて優れた特性を有し
ているばかりでなく、機械的性質、熱的性質、成形加工
性等にもバランスのとれた性質を有しておシ、これらの
特徴を生かして、シート材料あるいは成形材料として、
看板、照明機器部品、自動車部品、雑貨など多方面に使
用されている。Methacrylic resin, whose main component is methyl methacrylate, not only has excellent properties such as transparency and weather resistance, but also has well-balanced mechanical properties, thermal properties, moldability, etc. By taking advantage of these characteristics, it can be used as a sheet material or molding material.
It is used in a wide range of applications, including signboards, lighting equipment parts, automobile parts, and miscellaneous goods.
一方では用途分野が広がるにつれて、原料樹脂Ｋ対する
要求性能本高くなり、その改良が要望されている分野も
ある。On the other hand, as the field of application expands, the performance requirements for the raw material resin K become higher, and there are also fields in which improvements are desired.
その一つが吸湿性の問題であク、メタクリル系樹脂は、
ポリオレフイン系樹脂、あるいはボリスチレン糸樹脂に
比べ、比較的吸湿性が大きく、吸湿による寸法変化、成
形品のそり、あるいは吸湿と乾燥の長期繰シ返しサイク
ルによるクラツク発生などのため、商品Ｋよってはその
使用が制約されている分野もある。One of these is the problem of hygroscopicity, and methacrylic resin has
Compared to polyolefin resins or polystyrene thread resins, they have relatively high hygroscopicity, and may cause dimensional changes due to moisture absorption, warping of molded products, or cracks due to long repeated cycles of moisture absorption and drying. There are some areas where use is restricted.
このメタクリル系樹脂ρ吸湿性の問題は、ある程度その
ボリマーの化学的構造に起因する本質的な性質であシ、
今までにその改質方法についての提案はあまシな〈、も
ちろん商品化も行なわれていないのが現状である。This problem of hygroscopicity of methacrylic resins is to some extent an inherent property caused by the chemical structure of its polymer.
Until now, there have been only a few proposals regarding the reforming method (and, of course, no commercialization has taken place).
本発明の目的は、上述した如き従来技術Ｋ鑑み、低吸湿
性で、かつ透明性、耐候性、光学的性賀、機械的性質、
熱的性質および成形加工性などにも優れるメタクリル系
樹脂を開発するととＫある。In view of the above-mentioned prior art, the object of the present invention is to achieve low moisture absorption, transparency, weather resistance, optical properties, mechanical properties,
It is said that a methacrylic resin with excellent thermal properties and moldability will be developed.
本発明の低吸湿性メタクリル系樹脂は、メチルメタクリ
レート１０〜９０重量憾およびフエニルメタクリレート
１０〜９０重量係の共重合体であシ、５０℃、９０４相
対湿度条件下での平衡吸水率が０．５ ８４以下のもの
である。The low hygroscopic methacrylic resin of the present invention is a copolymer of 10 to 90% by weight of methyl methacrylate and 10 to 90% by weight of phenyl methacrylate, and has an equilibrium water absorption of 0 at 50°C and 904 relative humidity. .5 84 or less.
本発明の樹脂を得るために使用されるメチルメタクリレ
ートは、得られる共重合体にメタクリル樹脂本来の光学
的性質、耐候性、機械的性質、熱的性質あるｂは成形加
工性を付与するための成分であシ、その使用量は単量体
混合物中、１０Ｎ９０重量係である。使用量が１０重量
幅未満ではメタクリル樹脂本来の特性が損なわれ、９０
重量幅を越えると吸湿性低減の改良効果が少なくなる。Methyl methacrylate used to obtain the resin of the present invention is used to impart optical properties, weather resistance, mechanical properties, and thermal properties inherent to methacrylic resin to the resulting copolymer. The amount used is 10N90 by weight in the monomer mixture. If the amount used is less than 10% by weight, the original properties of methacrylic resin will be impaired, and 90%
If the weight range is exceeded, the improvement effect of reducing hygroscopicity decreases.
また、本発明において使用されるフエニルメタクリレー
トは、得られる共重合体の吸湿性を改良するための成分
であり、その使用量は、単量体混合物中１０〜９０重量
鴫である。使用量が１０重量壬未満では、吸湿性低減の
効果が小さく、また９０重量ヂを越えると共重合体の機
械的性質が低下する。Further, phenyl methacrylate used in the present invention is a component for improving the hygroscopicity of the obtained copolymer, and the amount used is 10 to 90% by weight in the monomer mixture. If the amount used is less than 10 weight, the effect of reducing hygroscopicity will be small, and if it exceeds 90 weight, the mechanical properties of the copolymer will deteriorate.
本発明の樹脂は５０℃、９０４相対湿度条件下での平衡
吸水率がｌｌＬ５８４以下であることが必要である。平
衡吸水率が（１５ ８４を超えると低吸湿化の改良が十
分でないため、種々の光学機器、特に光学式ディスク用
基板に共する場合には、基材の寸法変化を抑えることが
できなくなる傾向となる。The resin of the present invention needs to have an equilibrium water absorption rate of 584 llL or less under conditions of 50° C. and 904 relative humidity. If the equilibrium water absorption rate exceeds (15.84), the improvement in reducing moisture absorption is not sufficient, so when used with various optical devices, especially substrates for optical disks, it tends to be impossible to suppress dimensional changes in the substrate. becomes.
本発明の樹脂を得る重合方法としては、公知の重合方法
、例えば懸濁重合法、塊状重合法、乳化重合法、溶液重
合法等を適用することができる。As a polymerization method for obtaining the resin of the present invention, known polymerization methods such as suspension polymerization, bulk polymerization, emulsion polymerization, and solution polymerization can be applied.
懸濁重合法では、例えば懸濁分散剤を溶解した水中にラ
ジカル重合開始剤ならびに分子！調節のための連鎖移動
剤を添加した単景体混合物を分散させた後に、５０〜１
５０℃の温度範囲で数時間重合させればよい。In the suspension polymerization method, for example, a radical polymerization initiator and molecules are added to water in which a suspension dispersant is dissolved. After dispersing the monotope mixture with addition of chain transfer agent for regulation, 50-1
Polymerization may be carried out at a temperature range of 50° C. for several hours.
また、キャスト法Ｋよる塊状重合法では所定の割合に配
合した単量体混合物にラジカル重合開始剤を添加した後
に、塩化ビニル製枠を取付けた強化ガラスまたはステン
レス鋼製のセル中に注入し、例えば、４５〜９０℃でｌ
ｌ３〜１５時間、次いで８０〜１５０℃で１０分〜５時
間かけて行なわれる。In addition, in the bulk polymerization method using Cast Method K, a radical polymerization initiator is added to a monomer mixture blended in a predetermined ratio, and then poured into a reinforced glass or stainless steel cell equipped with a vinyl chloride frame. For example, l at 45-90℃
It is carried out for 13 to 15 hours and then at 80 to 150°C for 10 minutes to 5 hours.
上紀各重合法において使用される重合開始剤としては、
例えばジアシルバーオキサイド、バーオキシエステル、
ジアルキルバーオキサイド、ケトンバーオキサイド、な
らびにアゾビス系化合物などのフリーラジカル開始剤か
あげられる。Polymerization initiators used in each of the Joki polymerization methods include:
For example, diasilver oxide, baroxyester,
Examples include free radical initiators such as dialkyl peroxides, ketone peroxides, and azobis compounds.
また酸化還元系の重合開始剤、例えばバーオキサイド類
とアミン類の組み合せを使用することもできる。これら
の重合開始剤は、単独のみならず二種以上を混合して使
用でき、その使用量は、単量体混合物１００重量部に対
して（１００１〜１重量部である。It is also possible to use a redox polymerization initiator, such as a combination of peroxides and amines. These polymerization initiators can be used not only alone but also in combination of two or more, and the amount used is 1001 to 1 part by weight based on 100 parts by weight of the monomer mixture.
また、上記各重合法においては、重合度調節用の連鎖移
動剤として、例えばアルキルメルカブタン、チオグリコ
ール酸オよびそのエステル、β−メルカプトブロピオン
酸およびそのエステル、チオフェノール、チオクレゾー
ル等の芳香族メルカプタン等が用いられる。In addition, in each of the above polymerization methods, aromatic substances such as alkylmercaptanes, thioglycolic acid and its esters, β-mercaptopropionic acid and its esters, thiophenol, and thiocresol are used as chain transfer agents for controlling the degree of polymerization. Group mercaptans and the like are used.
さらＫ１本発明の樹脂には、必要に応じて酸化防止剤、
帯電防止剤、紫外線吸収剤、離型剤、その他の添加剤４
Ｍ加してもよい。Furthermore, K1 the resin of the present invention may contain an antioxidant, if necessary.
Antistatic agents, ultraviolet absorbers, mold release agents, and other additives4
M may be added.
以下、実施例および比較例に基づき、本発明をさらに詳
細に説明する。Hereinafter, the present invention will be explained in more detail based on Examples and Comparative Examples.
実施例１
メチルメタクリレート４００ｔおよびフェニルメタクリ
レー｝６００９の混合物中に、重合開始剤として２．２
′−アゾビス（２．４ジメチル）パレロニトリルａ．Ｓ
ｔ，離型剤としてジオクチルスルホコハク酸ナトリウム
ａ．ｏ２ｔ’ｆｔ加え、均一に溶解した後に、塩化ビニ
ル製のガスヶットと２枚の強化ガラス（３００■×３０
０１×６閣（厚さ））と構成したセル中に注入し、６５
℃で１２時間、次いで１２０℃で２時間加熱して硬化さ
せた。冷却後、ガラス板を剥離し、厚さ２ｍの無色透明
のシートを得た。このシートの屈折率はｔ ５ ３ ８
で、９２．５”ｉの全光線透過率（八日ＴＭ Ｄ１０
０３）および１．０係の曇価（ｈＳＴＭ Ｄ１００！ｌ
）を有し、５０℃、９０憾相対湿度条件下での平衡吸水
率は０５８％とすぐれたものであった。Example 1 In a mixture of 400 tons of methyl methacrylate and 6009 tons of phenyl methacrylate, 2.2
'-Azobis(2.4dimethyl)pareronitrile a. S
t. Sodium dioctyl sulfosuccinate as a mold release agent a. After adding o2t'ft and dissolving it uniformly, add a vinyl chloride gasket and two pieces of tempered glass (300 x 30
Injected into a cell configured with 01 x 6 (thickness),
It was cured by heating at 120°C for 12 hours and then at 120°C for 2 hours. After cooling, the glass plate was peeled off to obtain a colorless and transparent sheet with a thickness of 2 m. The refractive index of this sheet is t 5 3 8
So, the total light transmittance of 92.5"i (Yokachi TM D10
03) and 1.0 factor haze value (hSTM D100!l
), and the equilibrium water absorption rate under conditions of 50°C and 90°C relative humidity was excellent at 0.58%.
以上のべたとおり、本発明の低吸湿性メタクリル系樹脂
は、優れた光学的性質を有し、かつ吸湿による寸法の変
化、製品のそシが従来のメタクリル樹脂に比べて著しく
改善されるため、シートあるいは成形材料として種々の
光学機器、たとえばオーディオディスク、ビデオディス
ク、コンピュータ用情報ディスク等の情報記録媒体用基
盤、プラスチックレンズ、プリズム、光学繊維等に好適
に使用することができる。特Ｋ高密度に情報を埋め込ま
れた光学式ディスク用基板に共する場合には、基材の寸
会変化を極力抑えることが必須であるため本発明の樹脂
の使用が好適である。As mentioned above, the low hygroscopic methacrylic resin of the present invention has excellent optical properties, and the dimensional changes and product warp due to moisture absorption are significantly improved compared to conventional methacrylic resins. It can be suitably used as a sheet or molding material for various optical devices, such as substrates for information recording media such as audio discs, video discs, and information discs for computers, plastic lenses, prisms, optical fibers, and the like. In the case of using a substrate for an optical disk in which information is embedded at a high density, it is essential to suppress dimensional changes of the substrate as much as possible, so the resin of the present invention is suitable for use.
Claims (1)
メタクリレート１０〜９０重量％の共重合体からなり、
５０℃、９０％相対湿度条件下での平衡吸水率が０．５
８％以下である低吸湿性メタクリル系樹脂。Consisting of a copolymer of 10 to 90% by weight of methyl methacrylate and 10 to 90% by weight of phenyl methacrylate,
Equilibrium water absorption at 50°C and 90% relative humidity is 0.5
Methacrylic resin with low moisture absorption of 8% or less.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2090536A JPH02289605A (en) | 1990-04-05 | 1990-04-05 | Low hygroscopic methacrylic resin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2090536A JPH02289605A (en) | 1990-04-05 | 1990-04-05 | Low hygroscopic methacrylic resin |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP15954284A Division JPS6136307A (en) | 1984-07-30 | 1984-07-30 | Methacrylic resin having low hygroscopicity |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH02289605A true JPH02289605A (en) | 1990-11-29 |
Family
ID=14001138
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2090536A Pending JPH02289605A (en) | 1990-04-05 | 1990-04-05 | Low hygroscopic methacrylic resin |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH02289605A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5216101A (en) * | 1991-09-30 | 1993-06-01 | Nippon Zeon Co., Ltd. | Acrylic copolymer elastomer and vulcanizable composition containing same |
| US6207747B1 (en) | 1996-12-17 | 2001-03-27 | Fiberstors Incorporated | Acrylic flexible light pipe of improved photo-thermal stability |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5411950A (en) * | 1977-06-29 | 1979-01-29 | Mitsubishi Rayon Co Ltd | Fiberglass reinforced methacrylic resin with excellent transparency and its production |
| JPS5834404A (en) * | 1981-08-25 | 1983-02-28 | Sumitomo Electric Ind Ltd | Plastic optical fiber |
-
1990
- 1990-04-05 JP JP2090536A patent/JPH02289605A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5411950A (en) * | 1977-06-29 | 1979-01-29 | Mitsubishi Rayon Co Ltd | Fiberglass reinforced methacrylic resin with excellent transparency and its production |
| JPS5834404A (en) * | 1981-08-25 | 1983-02-28 | Sumitomo Electric Ind Ltd | Plastic optical fiber |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5216101A (en) * | 1991-09-30 | 1993-06-01 | Nippon Zeon Co., Ltd. | Acrylic copolymer elastomer and vulcanizable composition containing same |
| US5280080A (en) * | 1991-09-30 | 1994-01-18 | Nippon Zeon Co., Ltd. | Acrylic copolymer elastomer and vulcanizable composition containing same |
| US6207747B1 (en) | 1996-12-17 | 2001-03-27 | Fiberstors Incorporated | Acrylic flexible light pipe of improved photo-thermal stability |
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| JPS59122509A (en) | Methacrylic resin having low hygroscopicity | |
| JPH03153715A (en) | Optical methacrylic resin | |
| JPH0578570B2 (en) | ||
| JPS6013335A (en) | Information recording medium consisting of methaclyrate resin | |
| JPS6173705A (en) | Optical resin material | |
| JPS60115606A (en) | Lowly moisture-absorptive methacrylate resin | |
| JPH056161B2 (en) | ||
| JPS6241210A (en) | Heat-resistant methyl methacrylate resin | |
| JPH03170515A (en) | Optical methacrylic resin | |
| JPS63162707A (en) | Optical material | |
| JPH0120641B2 (en) | ||
| JPH0768311B2 (en) | Methacrylic resin for optical elements | |
| JPH036165B2 (en) | ||
| JPH0527643B2 (en) | ||
| JPS62246914A (en) | Methacrylic resin | |
| JPS63234009A (en) | Methacrylic resin composition | |
| JPH0586136A (en) | Lowly water-absorptive transparent resin | |
| JPH01158019A (en) | Low-moisture absorbing methacrylic resin | |
| JPS62201913A (en) | Optical resin material | |
| JPS6142602A (en) | Synthetic resin lens |