JPH03255108A - Maleimide copolymer - Google Patents
Maleimide copolymerInfo
- Publication number
- JPH03255108A JPH03255108A JP16746390A JP16746390A JPH03255108A JP H03255108 A JPH03255108 A JP H03255108A JP 16746390 A JP16746390 A JP 16746390A JP 16746390 A JP16746390 A JP 16746390A JP H03255108 A JPH03255108 A JP H03255108A
- Authority
- JP
- Japan
- Prior art keywords
- maleimide
- weight
- vinyl monomer
- monomer
- copolymer
- 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
- 229920001577 copolymer Polymers 0.000 title claims abstract description 22
- 239000000178 monomer Substances 0.000 claims abstract description 44
- 229920002554 vinyl polymer Polymers 0.000 claims abstract description 23
- PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 claims abstract description 13
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims abstract description 10
- 239000000203 mixture Substances 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract description 7
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract description 3
- 239000007870 radical polymerization initiator Substances 0.000 abstract 1
- 125000000547 substituted alkyl group Chemical group 0.000 abstract 1
- 230000003287 optical effect Effects 0.000 description 6
- 238000001746 injection moulding Methods 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 239000004793 Polystyrene Substances 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 238000000465 moulding Methods 0.000 description 4
- 239000004417 polycarbonate Substances 0.000 description 4
- 229920000515 polycarbonate Polymers 0.000 description 4
- 230000000379 polymerizing effect Effects 0.000 description 4
- 229920002223 polystyrene Polymers 0.000 description 4
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- 238000002834 transmittance Methods 0.000 description 3
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 2
- 239000004926 polymethyl methacrylate Substances 0.000 description 2
- -1 pt-butylstyrene Chemical compound 0.000 description 2
- BQTPKSBXMONSJI-UHFFFAOYSA-N 1-cyclohexylpyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C1CCCCC1 BQTPKSBXMONSJI-UHFFFAOYSA-N 0.000 description 1
- HIDBROSJWZYGSZ-UHFFFAOYSA-N 1-phenylpyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C1=CC=CC=C1 HIDBROSJWZYGSZ-UHFFFAOYSA-N 0.000 description 1
- DABFKTHTXOELJF-UHFFFAOYSA-N 1-propylpyrrole-2,5-dione Chemical compound CCCN1C(=O)C=CC1=O DABFKTHTXOELJF-UHFFFAOYSA-N 0.000 description 1
- YEKDUBMGZZTUDY-UHFFFAOYSA-N 1-tert-butylpyrrole-2,5-dione Chemical compound CC(C)(C)N1C(=O)C=CC1=O YEKDUBMGZZTUDY-UHFFFAOYSA-N 0.000 description 1
- 150000003923 2,5-pyrrolediones Chemical group 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- SBYMUDUGTIKLCR-UHFFFAOYSA-N 2-chloroethenylbenzene Chemical compound ClC=CC1=CC=CC=C1 SBYMUDUGTIKLCR-UHFFFAOYSA-N 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- GHAZCVNUKKZTLG-UHFFFAOYSA-N N-ethyl-succinimide Natural products CCN1C(=O)CCC1=O GHAZCVNUKKZTLG-UHFFFAOYSA-N 0.000 description 1
- HDFGOPSGAURCEO-UHFFFAOYSA-N N-ethylmaleimide Chemical compound CCN1C(=O)C=CC1=O HDFGOPSGAURCEO-UHFFFAOYSA-N 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- YMOONIIMQBGTDU-VOTSOKGWSA-N [(e)-2-bromoethenyl]benzene Chemical compound Br\C=C\C1=CC=CC=C1 YMOONIIMQBGTDU-VOTSOKGWSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- AOJOEFVRHOZDFN-UHFFFAOYSA-N benzyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC1=CC=CC=C1 AOJOEFVRHOZDFN-UHFFFAOYSA-N 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000012760 heat stabilizer Substances 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- SEEYREPSKCQBBF-UHFFFAOYSA-N n-methylmaleimide Chemical compound CN1C(=O)C=CC1=O SEEYREPSKCQBBF-UHFFFAOYSA-N 0.000 description 1
- 239000013307 optical fiber Substances 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- SJMYWORNLPSJQO-UHFFFAOYSA-N tert-butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C)(C)C SJMYWORNLPSJQO-UHFFFAOYSA-N 0.000 description 1
Landscapes
- 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、耐熱性および透明性が優れ、複屈折が小さい
マレイミド系共重合体に関するものである。DETAILED DESCRIPTION OF THE INVENTION [Industrial Application Field] The present invention relates to a maleimide copolymer 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。[Prior art] In general, plastic materials are lightweight, have excellent impact resistance, workability, and mass productivity, so in recent years optical fibers,
Demand for materials for optical elements such as optical lenses and optical discs is increasing.
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（特開昭
５６−１３１６５４号公報、特開昭５８−１２６１１９
号公報）。Transparent resins such as polymethyl methacrylate, polystyrene, and polycarbonate are currently mainly used as plastic materials for these optical elements (Japanese Patent Laid-Open Nos. 56-131654, 1982-126119).
Publication No.).
［発明が解決しようとする課題］
しかるにポリメタクリル酸メチルは熱変形温度に代表さ
れる耐熱性が劣る。ポリスチレンは耐熱性が劣るだけで
なく、複屈折が大きいという欠点がある。またポリカー
ボネートは耐熱性は優れるものの、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 has poor heat resistance as typified by heat distortion temperature. Polystyrene has the drawback of not only poor heat resistance but also high birefringence. Furthermore, although polycarbonate has excellent heat resistance, it has a problem of large birefringence.
本発明者らは上記問題を解決するために、鋭意検討した
結果、芳香族ビニル系単量体と特定のマレイミド系単量
体を必須成分とする特定組成の共重合体が耐熱性および
透明性に優れ、しかも複屈折が小さいことを見出し、本
発明に到達した。In order to solve the above problem, the present inventors conducted intensive studies and found that a copolymer with a specific composition containing an aromatic vinyl monomer and a specific maleimide monomer as essential components has high heat resistance and transparency. The inventors have discovered that the material has excellent properties and low birefringence, and have arrived at the present invention.
［課題を解決するための手段］
すなわち本発明は、芳香族ビニル系単量体４０〜９５重
量％、下記（Ｉ）式で表わされるマレイミド系単量体５
〜６０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０〜５０重量％からなる単量体混合物を
重合してなることを特徴とするマレイミド系共重合体を
提供するものである。[Means for Solving the Problems] That is, the present invention comprises 40 to 95% by weight of an aromatic vinyl monomer and a maleimide monomer 5 represented by the following formula (I).
Provided is a maleimide copolymer obtained by polymerizing a monomer mixture consisting of ~60% by weight and 0 to 50% by weight of another vinyl monomer copolymerizable with these monomers. It is something to do.
ＣＨ＝ ＣＨ
（（Ｉ）式中、Ｒは水素原子、炭素原子数１〜２０の置
換または非置換のアルキル基を表わす。）本発明のマレ
イミド系共重合体は芳香族ビニル系単量体４０〜９５重
量％、好ましくは５０〜９０重量％、特に好ましくは６
０〜８５重量％、下記式（Ｉ）で表わされるマレイミド
系単量体５〜６０重量％、好ましくは１０〜５０重量％
、特に好ましくは１５〜４０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０〜５０重量％、
好ましくは０〜４５重量％、特に好ましくは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であ
る。CH=CH (In the formula (I), R represents a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.) The maleimide copolymer of the present invention has an aromatic vinyl monomer of 40 ~95% by weight, preferably 50-90% by weight, particularly preferably 6
0 to 85% by weight, 5 to 60% by weight of maleimide monomer represented by the following formula (I), preferably 10 to 50% by weight
, particularly preferably 15 to 40% by weight and 0 to 50% by weight of other vinyl monomers copolymerizable with these monomers,
The copolymer is preferably formed by polymerizing a monomer mixture of 0 to 45% by weight, particularly preferably 0 to 40% by weight.
（（Ｉ）式中、Ｒは水素原子、炭素原子数１〜２０の置
換または非置換のアルキル基を表わす。）従って、本発
明のマレイミド系共重合体は４０〜９５重量％の芳香族
ビニル系単量体から誘導された単位と５〜６０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
ミド単位および０〜５０重量％の前記他のビニル系単量
体から誘導された単位とを含有する共重合体である。(In the formula (I), R represents a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.) Therefore, the maleimide copolymer of the present invention contains 40 to 95% by weight of aromatic vinyl. units derived from the above-mentioned vinyl monomers, 5 to 60% by weight of N-unsubstituted or substituted maleimide units represented by the above formula (I), and 0 to 50% by weight of the other vinyl monomers. It is a copolymer containing units of
芳香族ビニル系単量体の具体例としてはスチレン、α−
メチルスチレン、ｐ−メチルスチレン、ｐ−ｔ−ブチル
スチレン、ビニルトルエン、クロロスチレンおよびブロ
モスチレンなどが挙げられる。通常は性能および工業的
に入手しゃすい点がらスチレン、α−メチルスチレンお
よびｐ−メチルスチレンが用いられる。Specific examples of aromatic vinyl monomers include styrene, α-
Examples include methylstyrene, p-methylstyrene, pt-butylstyrene, vinyltoluene, chlorostyrene, and bromostyrene. Typically, styrene, α-methylstyrene and p-methylstyrene are used because of their performance and industrial availability.
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−プロピルマレイミド、Ｎ−１ｓｏ−プロピルマレイ
ミド、Ｎ−ｔ−ブチルマレイミド、Ｎ−シクロヘキシル
マレイミドなどが挙げられる。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-propylmaleimide, N-1so-propylmaleimide, N-t-butylmaleimide, N-cyclohexylmaleimide, and the like.
他のビニル系単量体としては、芳香族ビニル系単量体お
よび／または上記マレイミド系単量体と共重合可能なも
のなら特に制限はないが、好ましい具体例としては、ア
クリロニトリル、メタシクロニトリルなどのシアン化ビ
ニル系単量体、メタクリル酸メチル、アクリル酸メチル
、メタクリル酸シクロヘキシル、メタクリル酸ｔ−ブチ
ル、メタクリル酸ベンジル、アクリル酸、メタクリル酸
などの（メタ）アクリル酸（エステル）系単量体、無水
マレイン酸などが挙げられる。Other vinyl monomers are not particularly limited as long as they can be copolymerized with aromatic vinyl monomers and/or maleimide monomers, but preferred specific examples include acrylonitrile and metacyclonitrile. Vinyl cyanide monomers such as methyl methacrylate, methyl acrylate, cyclohexyl methacrylate, t-butyl methacrylate, benzyl methacrylate, (meth)acrylic acid (ester) monomers such as acrylic acid, methacrylic acid, etc. body, maleic anhydride, etc.
単量体混合物中の芳香族ビニル系重合体、マレイミド系
単量体および他のビニル系単量体の割合は上記のとおり
である。芳香族ビニル系単量体が４０重量％未満または
マレイミド系単量体が６０重量％を越える場合は共重合
体の機械強度が劣ったり、溶融成形性が劣るので好まし
くない。芳香族ビニル系単量体が９５重量％を越えたり
、マレイミド系単量体が５重量％未満の場合は耐熱性が
不足するので好ましくない。他のビニル系単量体が５０
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。The proportions of the aromatic vinyl polymer, maleimide monomer, and other vinyl monomers in the monomer mixture are as described above. If the aromatic vinyl monomer content is less than 40% by weight or the maleimide monomer content is greater than 60% by weight, the copolymer will have poor mechanical strength and melt moldability, which is not preferred. If the aromatic vinyl monomer content exceeds 95% by weight or if the maleimide monomer content exceeds 5% by weight, the heat resistance will be insufficient, which is not preferable. 50% of other vinyl monomers
Exceeding this weight percentage is not preferable because the effects of the present invention will not be sufficiently exhibited.
マレイミド系共重合体の重合方法に関しては特に制限は
なく、通常公知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 restrictions on the method of polymerizing the maleimide copolymer, and the polymerization can be carried out by commonly known methods. That is, polymerization can be carried out by maintaining the above-mentioned 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、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
ルムアミドを溶媒として用い、３０℃で測定した極限粘
度（［η］）は０゜１０〜１．５０．好ましくは０．１
５〜１．ＯＯｌ特に好ましくは０．２０〜０．７０のも
のが用いられる。There is no particular restriction on the degree of polymerization of the maleimide copolymer of the present invention, but when molding by injection molding, it is necessary to have good melt fluidity. The intrinsic viscosity ([η]) measured at 0°10 to 1.50. Preferably 0.1
5-1. OOl of 0.20 to 0.70 is particularly preferably used.
本発明のマレイミド共重合体の成形法に関しては特に制
限はないが、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、シリンダー温度２００〜３６０℃
、好ましくは２４０〜３４０℃、金型温度３０〜１２０
℃、好ましくは５０〜９５℃に設定して成形することが
できる。There are no particular restrictions on the method of molding the maleimide copolymer of the present invention, but injection molding is usually used. That is, using an injection molding machine, the cylinder temperature is 200 to 360°C.
, preferably 240-340°C, mold temperature 30-120°C
It can be molded at a temperature of preferably 50 to 95°C.
本発明のマレイミド系共重合体に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重
合体を混合状態で含有することもできる。The maleimide copolymer of the present invention may contain light stabilizers such as ultraviolet absorbers, heat stabilizers such as antioxidants, and the like. Further, other polymers 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、複屈折率および黄色度は次の方法に
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, the heat distortion temperature, light transmittance, birefringence, and yellowness 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３．０Ｉｍ［ｌ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 test piece with a thickness of 3.0 Im [l].
複 屈 折：射出成形により、直径１５０ｍｍ、厚さ１
．２ｍｍ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■製、東芝精密歪
計５ＶＰ−３０を使ってディスク
基板の中心から２０閣、８０目、
１４０ｍｍの位置の複屈折を測定し
た。Birefringence: By injection molding, diameter 150mm, thickness 1
．． The disk substrate was molded using a mold with a center gate of 2 mm in shape, and the birefringence at the 20th, 80th, and 140 mm positions from the center of the disk substrate was measured using a Toshiba Precision Strainmeter 5VP-30 manufactured by Toshiba Glass. It was measured.
黄色度：スガ試験機（株）社製８Ｍカラーコンピュータ
により、厚さ３． ０
ｍｍの試験片で測定した。Yellowness: Thickness: 3.5mm using an 8M color computer manufactured by Suga Test Instruments Co., Ltd. Measurements were made using a 0 mm test piece.
参考例（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ｌ００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（Ｓ−１〜Ｓ−１０）を製造した。Reference 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 (S-1 to S-10) were produced by polymerizing for 2 hours at 95°C.
表１
実施例（成形品による物性測定）
参考例で製造したマレイミド系共重合体（Ｓ−１〜５−
５）を射出成形し、各試験片および光デイスク基板を成
形し、各物性を測定した。結果を表２に示した。Table 1 Examples (Measurement of physical properties using molded products) Maleimide copolymers produced in reference examples (S-1 to 5-
5) was injection molded to form each test piece and optical 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ー温度２９０℃、金型温度
９０℃に設定して行なった。Injection molding was carried out by setting the cylinder temperature of the molding machine to 290°C and the mold temperature to 90°C.
比較例（他の重合体との比較）
Ｓ−６、Ｓ−７、Ｓ−８、Ｓ−９，５−１０、“スタイ
ロン″６６６（旭化成■製ポリスチレン）“アクリベッ
トＶＨ” （三菱レイヨン■製アクリル樹脂）および“
ニーピロンＨ”４０００ （三菱瓦斯化学■製ポリカー
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 examples (comparison with other polymers) S-6, S-7, S-8, S-9, 5-10, “Styron” 666 (polystyrene manufactured by Asahi Kasei ■) “Acrivet VH” (manufactured by Mitsubishi Rayon ■) acrylic resin) and “
The physical properties of Kneepilon H"4000 (polycarbonate manufactured by Mitsubishi Gas Chemical Co., Ltd.) were also measured in the same manner as in the examples.
“ニーピロンＨ”４０００の成形のみはシリンダー温度
３２０℃、金型温度８０℃で行なった。Only the molding of "Kneepilon H" 4000 was carried out at a cylinder temperature of 320°C and a mold temperature of 80°C.
結果を表２に示した。The results are shown in Table 2.
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（Ｓ−１〜５
−５）は熱変形温度と透明性が優れ、複屈折が小さい。The following is clear from the results of Examples and Comparative Examples. That is, the maleimide copolymers of the present invention (S-1 to 5
-5) has excellent heat distortion temperature and transparency, and low birefringence.
さらには、黄変することがない。それに対しポリスチレ
ン（Ｓ−８および“スタイロン６６６”）は熱変形温度
が低く、複屈折が大きい。ポリカーボネート（“ニーピ
ロンＨ４０００”）は熱変形温度は高いが、複屈折が大
きい。芳香族ビニル系単量体含有量が４０重量％未満ま
たはマレイミド系単量体含有量が６０重量％を越える重
合体（Ｓ−９、Ｓ−１０）は透明生が劣り、複屈折が大
きいため好ましくない。また、Ｎ−フェニルマレイミド
を用いた場合（Ｓ−６，５−７）は、黄色度が高い。Furthermore, it does not turn yellow. In contrast, polystyrene (S-8 and "Stylon 666") has a low heat distortion temperature and high birefringence. Polycarbonate ("Nipilon H4000") has a high heat deformation temperature, but has large birefringence. Polymers (S-9, S-10) with an aromatic vinyl monomer content of less than 40% by weight or a maleimide monomer content of more than 60% by weight have poor transparency and high birefringence. Undesirable. Moreover, when N-phenylmaleimide is used (S-6, 5-7), the yellowness is high.
［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に比べ優れて
いる。[Effects of the Invention] As explained above, the maleimide copolymer of the present invention has excellent heat distortion temperature and transparency, and at the same time has low birefringence, and has a better balance of these than conventional optical plastics.
Claims (1)
I ）式で表わされるマレイミド系単量体５〜６０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０〜５０重量％からなる単量体混合物を重合してな
ることを特徴とするマレイミド系共重合体。▲数式、化
学式、表等があります▼（ I ） （（ I ）式中、Ｒは水素原子、炭素原子数１〜２０の
置換または非置換のアルキル基を表わす。）(1) 40 to 95% by weight of aromatic vinyl monomer, as shown below (
I) A monomer mixture consisting of 5 to 60% by weight of a maleimide monomer represented by the formula and 0 to 50% by weight of another vinyl monomer copolymerizable with these monomers is polymerized. A maleimide copolymer characterized by: ▲There are mathematical formulas, chemical formulas, tables, etc.▼ (I) (In the formula (I), R represents a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP16746390A JPH03255108A (en) | 1990-06-25 | 1990-06-25 | Maleimide copolymer |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP16746390A JPH03255108A (en) | 1990-06-25 | 1990-06-25 | Maleimide copolymer |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP60120531A Division JPS61278509A (en) | 1985-06-05 | 1985-06-05 | Optical disc base |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH03255108A true JPH03255108A (en) | 1991-11-14 |
Family
ID=15850147
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP16746390A Pending JPH03255108A (en) | 1990-06-25 | 1990-06-25 | Maleimide copolymer |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH03255108A (en) |
-
1990
- 1990-06-25 JP JP16746390A patent/JPH03255108A/en active Pending
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