JPH0414705B2 - - Google Patents
Info
- Publication number
- JPH0414705B2 JPH0414705B2 JP59021869A JP2186984A JPH0414705B2 JP H0414705 B2 JPH0414705 B2 JP H0414705B2 JP 59021869 A JP59021869 A JP 59021869A JP 2186984 A JP2186984 A JP 2186984A JP H0414705 B2 JPH0414705 B2 JP H0414705B2
- Authority
- JP
- Japan
- Prior art keywords
- formula
- copolymer
- represented
- hydroxyphenyl
- general formula
- 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.)
- Expired - Lifetime
Links
- 229920001577 copolymer Polymers 0.000 claims description 18
- 239000000463 material Substances 0.000 claims description 15
- 230000003287 optical effect Effects 0.000 claims description 15
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 2
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 24
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 20
- 239000000243 solution Substances 0.000 description 12
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 10
- 238000000465 moulding Methods 0.000 description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 8
- 229920005668 polycarbonate resin Polymers 0.000 description 8
- 239000004431 polycarbonate resin Substances 0.000 description 8
- -1 Alternatively Chemical compound 0.000 description 5
- ROORDVPLFPIABK-UHFFFAOYSA-N diphenyl carbonate Chemical compound C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 4
- 230000009477 glass transition Effects 0.000 description 4
- 229920000515 polycarbonate Polymers 0.000 description 4
- 239000004417 polycarbonate Substances 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- AYADRHKBOQJWQG-UHFFFAOYSA-N 4-[6-(4-hydroxyphenyl)hexyl]phenol Chemical compound C1=CC(O)=CC=C1CCCCCCC1=CC=C(O)C=C1 AYADRHKBOQJWQG-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 238000005481 NMR spectroscopy Methods 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000113 methacrylic resin Substances 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 238000006068 polycondensation reaction Methods 0.000 description 2
- 230000035945 sensitivity Effects 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- HXDOZKJGKXYMEW-UHFFFAOYSA-N 4-ethylphenol Chemical compound CCC1=CC=C(O)C=C1 HXDOZKJGKXYMEW-UHFFFAOYSA-N 0.000 description 1
- BRJKRUMBXJWNJX-UHFFFAOYSA-N 9h-xanthene-2,7-diol Chemical compound C1=C(O)C=C2CC3=CC(O)=CC=C3OC2=C1 BRJKRUMBXJWNJX-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- AOGYCOYQMAVAFD-UHFFFAOYSA-N chlorocarbonic acid Chemical group OC(Cl)=O AOGYCOYQMAVAFD-UHFFFAOYSA-N 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 239000002685 polymerization catalyst Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
Landscapes
- Polyesters Or Polycarbonates (AREA)
- Optical Record Carriers And Manufacture Thereof (AREA)
- Manufacturing Optical Record Carriers (AREA)
Description
本発明は光学機器用素材に関し、特にデジタル
オーデイオデイスクや光メモリーデイスクに適し
た素材に関する。
一般に、上述したような光学機器用素材には様
様な性能が要求されており、例えば透明性、耐熱
性、耐湿性、機械的強度にすぐれていると共に、
光学的な性質にすぐれていることが必要である。
このような性能を有する素材としては、従来から
メタクリル樹脂などが知られているが、このもの
は耐熱性や耐湿性、耐衝撃性の点で未だ充分なも
のとは言い難いという欠点がある。また、ビスフ
エノールＡ（２，２−ビス（4′−ヒドロキシフエ
ニル）プロパン）をホスゲンや炭酸ジフエニル等
と反応させて得られるポリカーボネート樹脂は、
耐熱性、耐湿性、耐衝撃性などにおいてすぐれて
いるものの、成形加工時の流動性を示す流れ値が
小さいため成形加工後の残留応力が大きく、これ
に基因して成形品の複屈折が大きくなり、デイス
クに記録された情報の読み取り感度が低下すると
いう難点がある。
本発明の目的は、耐熱性や機械的強度を充分に
維持するとともに、ポリカーボネート樹脂の欠点
である成形加工性を改善することによつて光学的
性質の向上した素材を提供することにある。
すなわち本発明は
式
で表わされる繰返し単位〔〕および
一般式
で表わされる繰返し単位〔〕（式中、Ｒは−
（CH2）o−または−Ｏ−（CH2）o−Ｏ−を示す。但
し、ｎは１〜10を示す。）を有し、かつ前記繰返
し単位〔〕および〔〕のモル分率をそれぞれ
ａおよびｂとしたときのａ／ａ＋ｂの値が05〜0.9で
あると共に、20℃における濃度0.5ｇ／dlの塩化
メチレン溶液の還元粘度〔ηsp／ｃ〕が0.3dl／ｇ
以上であつて流れ値（JIS−Ｋ−6719）が10×
10-2ml／sec以上の共重合体からなる光学機器用
素材を提供するものである。
上記繰返し単位〔〕および〔〕を有する共
重合体の重合度は光学機器の種類に応じて適宜選
定すればよいが、濃度0.5ｇ／dlの塩化メチレン
溶液の20℃における還元粘度〔ηsp／ｃ〕が0.3
dl／ｇ以上の好ましくは0.4〜10dl／ｇの共重合
体となるように重合させるべきである。また上記
繰返し単位〔〕のモル分率をａ、上記繰返し単
位〔〕のモル分率ｂとしたとき、ａ／ａ＋ｂの値
が0.5〜0.9、好ましくは0.6〜0.8となるように調
節する。ここでａ／ａ＋ｂの値が0.5未満であると得
られる共重合体の耐熱性が低下し、一方0.9を超
えると成形加工性が低下して複屈折が大きくなる
ので好ましくない。
さらに、流れ値（JIS−Ｋ−6719に準拠）に関
しては、10×10-2ml／sec以上の良流動性を有す
ることが必要であり、好ましくは20×10-2ml／
sec以上である。流れ値が10×10-2ml／sec未満で
は成形後の歪による複屈折が大きくなり光学機器
用素材に適さないものとなる。
上述の共重合体は様々な方法により製造するこ
とができるが、例えば
式
で表わされる２，２−ビス（４−ヒドロキシフエ
ニル）プロパン（ビスフエノールＡ）および
一般式
（式中、Ｒは前記と同じ。）
で表わされる二価フエノールとホスゲンの重縮合
により製造することができる。また、このような
ホスゲン法ポリカーボネートの製法に従う方法の
他に、炭酸ジフエニルを用いるエステル交換法ポ
リカーボネートの製法に従つて行なうこともでき
る。なお、この場合式〔〕で表わされるビスフ
エノールＡと一般式〔〕で表わされる二価フエ
ノールをモノマーのまま直接混合し、ホスゲンあ
るいは炭酸ジフエニルと共に反応させてもよく、
或いは予め式〔〕で表わされるビスフエノール
Ａとホスゲンを重縮合させたり、ビスフエノール
Ａと炭酸ジフエニルを重縮合させてオリゴマーを
得、このオリゴマーと一般式〔〕で表わされる
二価フエノールを反応させてもよい。また、逆に
予め一般式〔〕で表わされる二価フエノールと
ホスゲン或いは炭酸ジフエニルを重縮合させてお
き、その後ビスフエノールＡと反応させてもよ
い。この重縮合の際の条件は上記一般式〔〕で
表わされる二価フエノールの種類、所望する共重
合体の重合度などにより一義的に定めることはで
きないが、通常は塩化メチレン、クロルベンゼン
等のハロゲン化炭化水素やピリジンなどの溶媒中
で適当な触媒、アルカリ、分子量調節剤などが用
いればよい。ここで、分子量調節剤としては様々
な一価フエノールをあげることができるが、好ま
しいものとしては、
The present invention relates to a material for optical equipment, and particularly to a material suitable for digital audio disks and optical memory disks. Generally, materials for optical devices such as those mentioned above are required to have various performances, such as excellent transparency, heat resistance, moisture resistance, and mechanical strength.
It is necessary to have excellent optical properties.
Although methacrylic resin and the like have been known as materials having such properties, this material has the disadvantage that it is still difficult to say that it is sufficient in terms of heat resistance, moisture resistance, and impact resistance. In addition, polycarbonate resin obtained by reacting bisphenol A (2,2-bis(4'-hydroxyphenyl)propane) with phosgene, diphenyl carbonate, etc.
Although it has excellent heat resistance, moisture resistance, impact resistance, etc., the flow value, which indicates fluidity during molding, is small, so residual stress after molding is large, and due to this, the birefringence of the molded product is large. Therefore, there is a problem in that the sensitivity for reading information recorded on the disk is reduced. An object of the present invention is to provide a material that maintains sufficient heat resistance and mechanical strength and has improved optical properties by improving moldability, which is a drawback of polycarbonate resins. That is, the present invention is based on the formula Repeating unit [ ] and general formula represented by Repeating unit [] (in the formula, R is -
( CH2 ) o- or -O-( CH2 ) o -O-. However, n represents 1 to 10. ), and the value of a/a+b is 05 to 0.9, where the molar fractions of the repeating units [] and [] are a and b, respectively, and the chloride has a concentration of 0.5 g/dl at 20°C. Reduced viscosity [ηsp/c] of methylene solution is 0.3 dl/g
or more, and the flow value (JIS-K-6719) is 10×
The present invention provides a material for optical equipment made of a copolymer with a flow rate of 10 -2 ml/sec or more. The degree of polymerization of the copolymer having the above repeating units [] and [] may be appropriately selected depending on the type of optical equipment, but the reduced viscosity at 20°C of a methylene chloride solution with a concentration of 0.5 g/dl [ηsp/c ] is 0.3
The copolymerization should be carried out to give a copolymer of dl/g or more, preferably 0.4 to 10 dl/g. Further, when the mole fraction of the repeating unit [] is a, and the mole fraction of the repeating unit [] is b, the value of a/a+b is adjusted to be 0.5 to 0.9, preferably 0.6 to 0.8. If the value of a/a+b is less than 0.5, the heat resistance of the resulting copolymer will decrease, while if it exceeds 0.9, moldability will decrease and birefringence will increase, which is not preferred. Furthermore, regarding the flow value (according to JIS-K-6719), it is necessary to have good flowability of 10 × 10 -2 ml/sec or more, preferably 20 × 10 -2 ml/sec.
sec or more. If the flow value is less than 10 x 10 -2 ml/sec, birefringence due to distortion after molding will increase, making it unsuitable as a material for optical equipment. The above-mentioned copolymers can be produced by various methods, but for example the formula 2,2-bis(4-hydroxyphenyl)propane (bisphenol A) represented by and the general formula (In the formula, R is the same as above.) It can be produced by polycondensation of a dihydric phenol represented by the following formula and phosgene. In addition to the method for producing polycarbonate using the phosgene method, it can also be carried out according to the method for producing polycarbonate using the transesterification method using diphenyl carbonate. In this case, bisphenol A represented by the formula [] and dihydric phenol represented by the general formula [] may be directly mixed as monomers and reacted together with phosgene or diphenyl carbonate,
Alternatively, bisphenol A represented by the formula [] and phosgene are polycondensed in advance, or bisphenol A and diphenyl carbonate are polycondensed to obtain an oligomer, and this oligomer is reacted with a dihydric phenol represented by the general formula []. It's okay. Alternatively, the dihydric phenol represented by the general formula [] and phosgene or diphenyl carbonate may be polycondensed in advance, and then reacted with bisphenol A. The conditions for this polycondensation cannot be determined uniquely depending on the type of dihydric phenol represented by the above general formula [], the degree of polymerization of the desired copolymer, etc., but usually methylene chloride, chlorobenzene, etc. An appropriate catalyst, alkali, molecular weight regulator, etc. may be used in a solvent such as a halogenated hydrocarbon or pyridine. Here, various monovalent phenols can be mentioned as molecular weight regulators, but preferred ones are:
【式】【formula】
【式】【formula】
【式】【formula】
【式】などが挙げられ
る。
また、上記一般式〔〕で表わされる二価フエ
ノールとしては様々なものがあるが、例えば
式
で表わされるビス（４−ヒドロキシフエニル）メ
タン、
式
で表わされる１，２，−ビス（４−ヒドロキシフ
エニル）エタン、
式
で表わされる１，６−ビス（４−ヒドロキシフエ
ニル）ヘキサン、
式
で表わされるメチレン−ジ−（４−ヒドロキシフ
エニル）エーテル、
式
で表わされるエチレン−ジ−（４−ヒドロキシフ
エニル）エーテル、
式
で表わされるヘキサメチレン−ジ−（４−ヒドロ
キシフエニル）エーテルを挙げることができる。
本発明の共重合体を構成する繰返し単位〔〕
は式〔〕で表わされるビスフエノールＡとホス
ゲン等との反応により形成され、また繰返し単位
〔〕は一般式〔〕で表わされる二価フエノー
ルとホスゲン等との反応により形成される。従つ
て、共重合体における繰返し単位〔〕、〔〕の
所望するモル分率に応じて、ビスフエノールＡと
一般式〔〕で表わされる二価フエノールの使用
量を適宜選定すればよく、また上記の一般式
〔〕で表わされる二価フエノールの種類も、所
望する繰返し単位〔〕の種類により、上述した
具体例の中あるいはそれ以外から選定すればよ
い。なお、本発明の共重合体を用いてデイスク等
を成形するにあたつては、酸化防止剤、紫外線吸
収剤などの通常の添加剤を配合してもよい。
このようにして得られる本発明の共重合体は、
光弾性係数は従来のポリカーボネート樹脂とほぼ
同等であるが、成形加工時の流動性を示す流れ値
が、従来のポリカーボネート樹脂に比べ格段に大
きく、成形加工後の残留応力が少なくて成形歪が
少ないため光の複屈折率が小さい。したがつて、
本発明の共重合体を各種光学機器の素材として用
いれば光学的性質が改良されているためデイスク
に記録された情報の読み取り感度が高く、エラー
の発生の少ない光学機器が得られる。また、熱的
にも機械的にも良好な素材であるため、これを用
いて作られた光学機器の様々な条件下で安定して
作動する。
それ故、本発明の素材は、デジタルオーデイオ
デイスクや光メモリーデイスクなどの光学機器用
素材として有効に利用することができる。
次に、本発明を実施例によりさらに詳しく説明
する。
実施例 １
２，２−ビス（４−ヒドロキシフエニル）プロ
パン67ｇ（0.29モル）を水酸化ナトリウム水溶液
（濃度６重量％）450mlに溶解し、これに溶媒とし
て塩化メチレン200mlを加えて撹拌しながら、こ
の混合液中にホスゲンガスを室温で800ml／分の
供給割合で吹込み、反応系のPHが９まで低下した
時点でホスゲンガスの吹込みを停止した。次いで
生成物を静置分離することにより有機相に分子末
端にクロロホーメート基を有する重合度２〜３の
ポリカーボネート・オリゴマーを得た。
次に、このポリカーボネート・オリゴマーの塩
化メチレン溶液250mlをさらに塩化メチレンで希
釈して全体を450mlとした。このオリゴマー溶液
に、エチレン−ジ−（４−ヒドロキシフエニル）
エーテル26.1ｇ（0.11モル）を水酸化ナトリウム
水溶液（濃度２規定）140mlに溶解した溶液を加
えて激しく撹拌し、さらに重合触媒としてトリエ
チルアミン水溶液（濃度0.5モル／）１mlを加
え、室温において１時間重合反応を行なつた。重
合反応終了後、反応生成物を塩化メチレン１で
希釈し、水、水酸化ナトリウム水溶液（濃度0.01
規定）、水、塩酸（濃度0.01規定）、水の順で洗浄
し、最後に反応生成物をメタノール中に投入し共
重合体98.0ｇを回収した。
得られた共重合体は核磁気共鳴（NMR）によ
る分析の結果、ａ／ａ＋ｂの値は0.88であり、また
濃度0.5ｇ／dlの塩化メチレン溶液の20℃におけ
る還元粘度〔ηsp／ｃ〕は0.66dl／ｇであつた。
さらに、この共重合体についてガラス転移温度な
らびに成形加工性を示す流れ値（JIS−Ｋ−6719）
を測定した。また、この共重合体を280℃におい
てプレス成形し、肉厚0.3mmのシートとし、波長
633nｍにおいて光弾性係数を測定した。結果を
第１表に示す。
実施例 ２
実施例１において、エチレン−ジ−（４−ヒド
ロキシフエニル）エーテルに代えて、１，６−ビ
ス（４−ヒドロキシフエニル）ヘキサン22.5ｇ
（0.08モル）を用いたこと以外は実施例１と同様
にして共重合体を得た。この共重合体のａ／ａ＋ｂ
の値は0.81であり、また濃度0.5ｇ／dlの塩化メ
チレン溶液の20℃における還元粘度〔ηsp／ｃ〕
は0.73dl／ｇであつた。またガラス転移温度、流
れ値ならびに光弾性係数を第１表に示す。
比較例 １
市販のポリカーボネート樹脂（還元粘度
〔ηsp／ｃ〕：0.51dl／ｇ）につきガラス転移温度、
流れ値ならびに光弾性係数を第１表に示す。Examples include [Formula]. In addition, there are various divalent phenols represented by the above general formula [], for example, Bis(4-hydroxyphenyl)methane, represented by the formula 1,2,-bis(4-hydroxyphenyl)ethane, represented by the formula 1,6-bis(4-hydroxyphenyl)hexane, represented by the formula Methylene-di-(4-hydroxyphenyl)ether, represented by the formula Ethylene-di-(4-hydroxyphenyl)ether, represented by the formula Examples include hexamethylene di-(4-hydroxyphenyl) ether represented by: Repeating unit constituting the copolymer of the present invention []
is formed by the reaction between bisphenol A represented by the formula [] and phosgene, etc., and the repeating unit [] is formed by the reaction between the dihydric phenol represented by the general formula [] and phosgene, etc. Therefore, the amounts of bisphenol A and the dihydric phenol represented by the general formula [] may be appropriately selected depending on the desired molar fraction of the repeating units [] and [] in the copolymer. The type of divalent phenol represented by the general formula [] may be selected from the above-mentioned specific examples or others depending on the desired type of repeating unit []. In addition, when molding a disk or the like using the copolymer of the present invention, usual additives such as antioxidants and ultraviolet absorbers may be added. The copolymer of the present invention obtained in this way is
The photoelastic coefficient is almost the same as that of conventional polycarbonate resin, but the flow value, which indicates fluidity during molding, is much higher than that of conventional polycarbonate resin, and there is less residual stress after molding and less molding distortion. Therefore, the birefringence of light is small. Therefore,
If the copolymer of the present invention is used as a material for various optical devices, it will be possible to obtain optical devices that have improved optical properties, have high sensitivity in reading information recorded on disks, and are less prone to errors. Additionally, since it is a material that is good both thermally and mechanically, optical devices made using it operate stably under a variety of conditions. Therefore, the material of the present invention can be effectively used as a material for optical devices such as digital audio disks and optical memory disks. Next, the present invention will be explained in more detail with reference to Examples. Example 1 67 g (0.29 mol) of 2,2-bis(4-hydroxyphenyl)propane was dissolved in 450 ml of an aqueous sodium hydroxide solution (concentration 6% by weight), and 200 ml of methylene chloride was added as a solvent to the solution while stirring. Phosgene gas was blown into this mixed solution at a rate of 800 ml/min at room temperature, and when the pH of the reaction system decreased to 9, the phosgene gas injection was stopped. Then, the product was separated by standing to obtain a polycarbonate oligomer having a polymerization degree of 2 to 3 and having a chloroformate group at the molecular end in the organic phase. Next, 250 ml of this polycarbonate oligomer solution in methylene chloride was further diluted with methylene chloride to make a total of 450 ml. Add ethylene-di-(4-hydroxyphenyl) to this oligomer solution.
A solution of 26.1 g (0.11 mol) of ether dissolved in 140 ml of an aqueous sodium hydroxide solution (concentration 2N) was added and stirred vigorously. Furthermore, 1 ml of an aqueous triethylamine solution (concentration 0.5 mol/) was added as a polymerization catalyst, and polymerization was carried out at room temperature for 1 hour. The reaction was carried out. After the polymerization reaction is completed, the reaction product is diluted with 1 part of methylene chloride, and mixed with water and an aqueous sodium hydroxide solution (concentration 0.01).
Normal), water, hydrochloric acid (concentration 0.01 normal), and water were washed in this order, and finally the reaction product was poured into methanol to recover 98.0 g of a copolymer. As a result of nuclear magnetic resonance (NMR) analysis of the obtained copolymer, the value of a/a+b was 0.88, and the reduced viscosity [ηsp/c] of a methylene chloride solution with a concentration of 0.5 g/dl at 20°C was It was 0.66 dl/g.
Furthermore, the flow value (JIS-K-6719), which indicates the glass transition temperature and moldability of this copolymer, is
was measured. In addition, this copolymer was press-molded at 280℃ to form a sheet with a wall thickness of 0.3 mm, and the wavelength
Photoelastic coefficient was measured at 633 nm. The results are shown in Table 1. Example 2 In Example 1, 22.5 g of 1,6-bis(4-hydroxyphenyl)hexane was used instead of ethylene-di-(4-hydroxyphenyl)ether.
A copolymer was obtained in the same manner as in Example 1 except that (0.08 mol) was used. The value of a/a+b of this copolymer is 0.81, and the reduced viscosity at 20°C of a methylene chloride solution with a concentration of 0.5 g/dl [ηsp/c]
was 0.73 dl/g. Table 1 also shows the glass transition temperature, flow value, and photoelastic coefficient. Comparative Example 1 Glass transition temperature of commercially available polycarbonate resin (reduced viscosity [ηsp/c]: 0.51 dl/g),
The flow values and photoelastic coefficients are shown in Table 1.
【表】
以上の結果から、本発明の素材は耐熱性に関
し、市販のポリカーボネート樹脂には劣つている
もののメタクリル樹脂（ガラス転移温度：105℃）
に比し十分に高い耐熱性を有しており、しかも素
材の成形加工時の流動性を示す流れ値が市販のポ
リカーボネート樹脂に比し格段にすぐれており、
成形加工後の残留応力が少なく成形歪が少ないた
め成形品の複屈折を低く抑えうることが判る。[Table] From the above results, the material of the present invention is inferior to commercially available polycarbonate resin in terms of heat resistance, but it is superior to methacrylic resin (glass transition temperature: 105°C).
It has sufficiently high heat resistance compared to polycarbonate resin, and its flow value, which indicates the fluidity of the material during molding, is much better than that of commercially available polycarbonate resin.
It can be seen that the birefringence of the molded product can be kept low because there is little residual stress and molding distortion after molding.
Claims (1)
（CH2）o−または−Ｏ−（CH2）o−Ｏ−を示す。但
し、ｎは１〜10を示す。）を有し、かつ前記繰返
し単位〔〕および〔〕のモル分率をそれぞれ
ａおよびｂとしたときのａ／ａ＋ｂの値が0.5〜0.9 であると共に、20℃における濃度0.5ｇ／dlの塩
化メチレン溶液の還元粘度〔ηsp／ｃ〕が0.3ｇ／
dl以上であつて流れ値（JIS−Ｋ−6719）が10×
10-2ml／sec以上の共重合体からなる光学機器用
素材。[Claims] 1 formula Repeating unit [ ] and general formula represented by Repeating unit [] (in the formula, R is -
( CH2 ) o- or -O-( CH2 ) o -O-. However, n represents 1 to 10. ), and the value of a/a+b is 0.5 to 0.9, where the molar fractions of the repeating units [] and [] are a and b, respectively, and the chloride has a concentration of 0.5 g/dl at 20°C. Reduced viscosity [ηsp/c] of methylene solution is 0.3g/
dl or more and the flow value (JIS-K-6719) is 10×
A material for optical equipment made of a copolymer with a flow rate of 10 -2 ml/sec or more.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59021869A JPS60166321A (en) | 1984-02-10 | 1984-02-10 | Material for optical device |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59021869A JPS60166321A (en) | 1984-02-10 | 1984-02-10 | Material for optical device |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS60166321A JPS60166321A (en) | 1985-08-29 |
| JPH0414705B2 true JPH0414705B2 (en) | 1992-03-13 |
Family
ID=12067129
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP59021869A Granted JPS60166321A (en) | 1984-02-10 | 1984-02-10 | Material for optical device |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS60166321A (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS623443A (en) * | 1985-06-28 | 1987-01-09 | Nippon Telegr & Teleph Corp <Ntt> | Flexible optical disc and its manufacture |
| JPH0727662B2 (en) * | 1987-08-27 | 1995-03-29 | 出光石油化学株式会社 | Optical disc substrate |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4826892A (en) * | 1971-08-12 | 1973-04-09 | ||
| JPS58126119A (en) * | 1982-01-22 | 1983-07-27 | Mitsubishi Chem Ind Ltd | Manufacture of molding excellent in optical property |
-
1984
- 1984-02-10 JP JP59021869A patent/JPS60166321A/en active Granted
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4826892A (en) * | 1971-08-12 | 1973-04-09 | ||
| JPS58126119A (en) * | 1982-01-22 | 1983-07-27 | Mitsubishi Chem Ind Ltd | Manufacture of molding excellent in optical property |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS60166321A (en) | 1985-08-29 |
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