JPH03281524A - Aromatic polyester copolymer - Google Patents
Aromatic polyester copolymerInfo
- Publication number
- JPH03281524A JPH03281524A JP2081915A JP8191590A JPH03281524A JP H03281524 A JPH03281524 A JP H03281524A JP 2081915 A JP2081915 A JP 2081915A JP 8191590 A JP8191590 A JP 8191590A JP H03281524 A JPH03281524 A JP H03281524A
- Authority
- JP
- Japan
- Prior art keywords
- aromatic polyester
- formula
- polyester copolymer
- bis
- hydroxyphenyl
- 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.)
- Granted
Links
- 125000003118 aryl group Chemical group 0.000 title claims description 32
- 229920000728 polyester Polymers 0.000 title claims description 29
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 claims description 6
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 3
- 239000012046 mixed solvent Substances 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims 3
- 230000003287 optical effect Effects 0.000 abstract description 17
- 229930185605 Bisphenol Natural products 0.000 abstract description 11
- 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 abstract description 11
- 239000000463 material Substances 0.000 abstract description 7
- GWZCCUDJHOGOSO-UHFFFAOYSA-N diphenic acid Chemical compound OC(=O)C1=CC=CC=C1C1=CC=CC=C1C(O)=O GWZCCUDJHOGOSO-UHFFFAOYSA-N 0.000 abstract description 6
- 238000006116 polymerization reaction Methods 0.000 abstract description 5
- YWFPGFJLYRKYJZ-UHFFFAOYSA-N 9,9-bis(4-hydroxyphenyl)fluorene Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)C2=CC=CC=C2C2=CC=CC=C21 YWFPGFJLYRKYJZ-UHFFFAOYSA-N 0.000 abstract description 2
- 239000013307 optical fiber Substances 0.000 abstract description 2
- 239000000758 substrate Substances 0.000 abstract description 2
- 239000000470 constituent Substances 0.000 abstract 2
- 229920001577 copolymer Polymers 0.000 abstract 2
- 230000009477 glass transition Effects 0.000 description 10
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
- 229920000642 polymer Polymers 0.000 description 9
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 229920006351 engineering plastic Polymers 0.000 description 3
- 238000001746 injection moulding Methods 0.000 description 3
- GJYCVCVHRSWLNY-UHFFFAOYSA-N 2-butylphenol Chemical compound CCCCC1=CC=CC=C1O GJYCVCVHRSWLNY-UHFFFAOYSA-N 0.000 description 2
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 238000012695 Interfacial polymerization Methods 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- -1 phenyl ester Chemical class 0.000 description 2
- 238000003856 thermoforming Methods 0.000 description 2
- VOWWYDCFAISREI-UHFFFAOYSA-N Bisphenol AP Chemical compound C=1C=C(O)C=CC=1C(C=1C=CC(O)=CC=1)(C)C1=CC=CC=C1 VOWWYDCFAISREI-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- KXHPPCXNWTUNSB-UHFFFAOYSA-M benzyl(trimethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC1=CC=CC=C1 KXHPPCXNWTUNSB-UHFFFAOYSA-M 0.000 description 1
- 238000009529 body temperature measurement Methods 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 125000004464 hydroxyphenyl group Chemical group 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Polyesters Or Polycarbonates (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、芳香族ポリエステル共重合体に関し。[Detailed description of the invention] (Industrial application field) The present invention relates to an aromatic polyester copolymer.
詳しくは、特に透明性に優れ、しかも熱変形温度が高く
、光学的異方性が小さく、エンジニアリングプラスチッ
クス、特に、光学機器用の素材として好適な芳香族ポリ
エステル共重合体に関する。Specifically, the present invention relates to an aromatic polyester copolymer that has excellent transparency, high heat deformation temperature, and low optical anisotropy, and is suitable as a material for engineering plastics, particularly optical equipment.
（従来の技術）
透明で機械的特性に優れている樹脂は一般的にエンジニ
アリングプラスチックス、特に、光学機器用素材として
用いられている。しかし、熱変形温度が低かったり、射
出成形などの熱成形加工の際に応力歪や分子配向が発生
して、得られる製品は複屈折が大きくなる等の問題点が
あった。(Prior Art) Resins that are transparent and have excellent mechanical properties are generally used as engineering plastics, particularly as materials for optical devices. However, there were problems such as a low heat distortion temperature and stress strain and molecular orientation occurring during thermoforming processes such as injection molding, resulting in increased birefringence in the resulting product.
（発明が解決しようとする課題）
そこで１本発明の課題は、透明で機械的特性に優れてい
るのはいうまでもなく、熱変形温度が高く、光学的異方
性が小さい芳香族ポリエステル共重合体を提供すること
にある。(Problems to be Solved by the Invention) One object of the present invention is to provide an aromatic polyester that is not only transparent and has excellent mechanical properties, but also has a high heat distortion temperature and low optical anisotropy. The purpose of this invention is to provide a polymer.
（課題を解決するための手段）
本発明者等は、上記目的を達成すべく鋭意研究を重ねた
結果、後述するような特定構造を有する芳香族ポリエス
テル共重合体は、透明で機械的特性に優れており、高い
熱変形温度を有し、また光学的異方性が小さいことを見
いだし９本発明を完成するに至った。(Means for Solving the Problem) As a result of intensive research to achieve the above object, the present inventors have discovered that an aromatic polyester copolymer having a specific structure as described below is transparent and has excellent mechanical properties. The present inventors discovered that the material has excellent properties, has a high heat distortion temperature, and has a small optical anisotropy, leading to the completion of the present invention.
本発明の要旨は次に述べる通りである。The gist of the present invention is as follows.
下記一般式（１）、（２） （ただし。General formulas (1) and (2) below (however.
式で示される群から選ばれる。）
Ｘは下記・１；
（
で示される繰り返し単位からなる芳香族ポリエステル共
重合体であって、前記繰り返し単位（１）と（２）の比
が５：９５ないし９５：５であり、対数粘度（フェノー
ルとテトラクロルエタンの等重量混合溶媒中、濃度１
ｇ／１００ｍ ｌ 、 ２５℃にて測定）が０．２以上
である芳香族ポリエステル共重合体。selected from the group represented by the formula. ) X is an aromatic polyester copolymer consisting of repeating units represented by 1; (In a mixed solvent of equal weights of phenol and tetrachloroethane, concentration 1
g/100ml, measured at 25°C) is 0.2 or more.
以下１本発明の詳細な説明する。The present invention will be explained in detail below.
本発明の芳香族ポリエステル共重合体は、前記のように
下記一般式（１）、 （２）（ただし。As mentioned above, the aromatic polyester copolymer of the present invention has the following general formulas (1) and (2) (however).
Ｘは下記 式で示される群から選ばれる。X is below selected from the group represented by the formula.
）
で示される繰り返し単位よりなる芳香族ポリエステル共
重合体であって、その酸成分がジフェン酸で、そのビス
フェノール成分が２．２−ビス（４−ヒドロキシフェニ
ル）−プロパン、１１１−ビス（４−ヒドロキシフェニ
ル）−１−フェニルエタン及び９．９−ビス（４−ヒド
ロキシフェニル）フルオレンとにより構成されている。), the acid component of which is diphenic acid, and the bisphenol component of which is 2,2-bis(4-hydroxyphenyl)-propane, 111-bis(4- It is composed of hydroxyphenyl)-1-phenylethane and 9,9-bis(4-hydroxyphenyl)fluorene.
そして、前記一般式（１）と（２）で示される繰り返し
単位の比を５＝９５ないし９５：５とする。Then, the ratio of the repeating units represented by the general formulas (1) and (2) is set to 5=95 to 95:5.
繰り返し単位（１）の比が５未満では耐熱性が低く、繰
り返し単位（１）の比が９５を超えると耐熱性は良好で
あるが溶融温度が高く射出成形が難しくなる。When the ratio of repeating units (1) is less than 5, heat resistance is low, and when the ratio of repeating units (1) exceeds 95, heat resistance is good but the melting temperature is high and injection molding becomes difficult.
また１本発明の芳香族ポリエステル共重合体は。Another aromatic polyester copolymer of the present invention is:
フェノールとテトラクロルエタンの等重量混合溶媒中、
濃度１ ｇ／１００ ｍ ｌ、 ２５℃で測定した対数
粘度が０．２以上であり、好ましくは０．４〜０．８で
ある。対数粘度が０．２未満のものは４機械的性質が不
十分になる傾向がある。In a mixed solvent of equal weights of phenol and tetrachloroethane,
The logarithmic viscosity measured at a concentration of 1 g/100 ml and 25° C. is 0.2 or more, preferably 0.4 to 0.8. If the logarithmic viscosity is less than 0.2, the mechanical properties tend to be insufficient.
本発明の芳香族ポリエステル共重合体は、芳香族ジカル
ボン酸と２種のビスフェノールとから芳香族ポリエステ
ル共重合体を製造する際に用いられる公知の重合方法に
よって製造することができる。例えば、２種のビスフェ
ノールのアルカリ混含水溶液と、水と相溶しない有機溶
剤に溶解した芳香族ジカルボン酸クロリドとを混合して
重合する界面重合法、あるいは、芳香族ジカルボン酸の
フェニルエステルと２種のビスフェノールとを加熱する
溶融重合法等によって製造することができる。The aromatic polyester copolymer of the present invention can be produced by a known polymerization method used for producing an aromatic polyester copolymer from an aromatic dicarboxylic acid and two types of bisphenols. For example, an interfacial polymerization method in which an aqueous alkali-containing solution of two types of bisphenols and aromatic dicarboxylic acid chloride dissolved in an organic solvent that is incompatible with water is polymerized, or a phenyl ester of an aromatic dicarboxylic acid and two It can be produced by a melt polymerization method, etc. in which seeds of bisphenol are heated.
本発明の芳香族ポリエステル共重合体を界面重合法によ
って製造する場合には、ジフェン酸ジクロリドの塩化メ
チレン溶液に２種のビスフェノールの水酸化す） ＩＪ
ウム混合水溶液を添加し、５〜２５℃で撹拌下に５分間
〜５時間程度重合することによって得られる。When producing the aromatic polyester copolymer of the present invention by an interfacial polymerization method, two types of bisphenols are hydroxylated in a methylene chloride solution of diphenic acid dichloride.
It is obtained by adding a mixed aqueous solution of aluminum and polymerizing at 5 to 25° C. for about 5 minutes to 5 hours while stirring.
目的とする対数粘度を有する芳香族ポリエステル共重合
体を得るためには１分子量調節剤を用いて分子量を調節
することが好ましい。分子量調節剤としては１通常−価
のフェノール化合物が使用され１例えば、０−フェニル
フェノール、β−ナフトール等が挙げられる。これらの
分子量調節剤は１通常アルカリ水溶液に溶解し、前記の
２種のビスフェノールのアルカリ混合水溶液に共存して
用いられる。本発明の芳香族ポリエステル共重合体は、
非品性であるので、透明性に優れ、また高い熱変形温度
を有し、熱成形加工による応力歪。In order to obtain an aromatic polyester copolymer having the desired logarithmic viscosity, it is preferable to adjust the molecular weight using a molecular weight regulator. As the molecular weight regulator, a phenol compound having a valence of 1 is usually used, and examples thereof include 0-phenylphenol, β-naphthol, and the like. These molecular weight regulators are usually dissolved in an alkaline aqueous solution and used in coexistence with the alkali mixed aqueous solution of the two types of bisphenols. The aromatic polyester copolymer of the present invention is
It has excellent transparency, high heat distortion temperature, and stress distortion due to thermoforming process.
分子配向が残存していても光学的異方性が少ない。Even if molecular orientation remains, optical anisotropy is small.
（実施例）
以下１本発明を実施例によって具体的に説明する。なお
、特性値の測定法は次の通りである。(Example) The present invention will be specifically explained below by referring to an example. Note that the method for measuring the characteristic values is as follows.
（１）複屈折値
セナルモン型コンペンセータを備えた日本光学（株）製
のニコン オブチホトーＰＯＬ（ＮＩＫＯＮ ＯＰＴ［
ＰＩＩＯＴＯ−ＰＯＬ）偏光顕微鏡を用いて測定した。(1) Birefringence value Nikon OPT[
PIIOTO-POL) was measured using a polarizing microscope.
（２）ガラス転移温度
トーヨーボールトウィン社製ｆ１７）ＲＨＢＯＶＩＢＲ
ＯＮ ＤＤＶ−ｎ−ＢＰを用い、試料を２℃／分の′速
度で昇温し。(2) Glass transition temperature Toyo Boltwin f17) RHBOVIBR
Using the ON DDV-n-BP, the sample was heated at a rate of 2°C/min.
測定間隔２℃で３５０℃まで測定して求めた。It was determined by measuring up to 350°C at a measurement interval of 2°C.
実施例１
ジフェン酸ジクロリド０．１４５モルを塩化メチレンに
対して濃度６重量％になるように溶解した。Example 1 0.145 mol of diphenic acid dichloride was dissolved in methylene chloride to a concentration of 6% by weight.
一方、２．５Ｎの水酸化ナトリウム水溶液を５０℃〜６
０℃に温めながら０．０７５５モルの９，９−ビス（４
−ヒドロキシフェニル）−フルオレンと０．０７５５モ
ルの２．２−ビス（ヒドロキシフェニル）プロパンを濃
度６重量％となるように溶解し、これにｐ−ｔｅｒｔ−
ブチルフェノール０．４ｇとトリメチルベンジルアンモ
ニウムクロリド０．１７ｇを滴下した。この水酸化ナト
リウム水溶液を約１０℃に保ち、ホモミキサーで撹拌し
ながら、先に調製したジフェン酸ジクロリドの塩化メチ
レン溶液を一度に添加し、約１０℃に保ちながら約４時
間重合させた。重合後、溶液を酢酸水溶液で中和し、油
相だけを抽出して、大過剰のメタノールに添加して、得
られたポリマーを沈澱させた。このポリマーを赤外吸収
法によって測定したところ、 １７４０ｃｍ−’付近に
芳香族ポリエステルのエステル結合に起因するピークが
認められた。この芳香族ポリエステル共重合体の対数粘
度は、０．６であった。また、ガラス転移温度は２０５
℃であった。On the other hand, a 2.5N aqueous sodium hydroxide solution was added at 50°C to 6°C.
0.0755 mol of 9,9-bis(4
P-tert-
0.4 g of butylphenol and 0.17 g of trimethylbenzylammonium chloride were added dropwise. While this aqueous sodium hydroxide solution was kept at about 10°C and stirred with a homomixer, the previously prepared methylene chloride solution of diphenic acid dichloride was added all at once, and polymerization was carried out for about 4 hours while keeping the temperature at about 10°C. After polymerization, the solution was neutralized with aqueous acetic acid, and only the oil phase was extracted and added to a large excess of methanol to precipitate the resulting polymer. When this polymer was measured by an infrared absorption method, a peak due to the ester bond of the aromatic polyester was observed around 1740 cm-'. The logarithmic viscosity of this aromatic polyester copolymer was 0.6. In addition, the glass transition temperature is 205
It was ℃.
実施例２
ビスフェノール成分として、 ０．０７５５モルの９゜
９−ビス（４−ヒドロキシフェニル）−フルオレンと０
．０７５５モルの１．１−ビス（ヒドロキシフェニル）
−１−フェニルエタンを用いた以外は、実施例１と同様
にしてポリマーを製造した。このポリマーにも実施例１
と同様にエステル結合がＳ忍められた。得られた芳香族
ポリエステル共重合体の対数粘度は０．５であり、ガラ
ス転移温度は２３５℃であった。Example 2 As bisphenol components, 0.0755 mol of 9°9-bis(4-hydroxyphenyl)-fluorene and 0.0755 mol of 9°9-bis(4-hydroxyphenyl)-fluorene
．． 0755 moles of 1,1-bis(hydroxyphenyl)
A polymer was produced in the same manner as in Example 1 except that -1-phenylethane was used. Example 1 for this polymer
Similarly, the ester bond was inserted into S. The resulting aromatic polyester copolymer had a logarithmic viscosity of 0.5 and a glass transition temperature of 235°C.
実施例３
ビスフェノール成分として、 ０．０３７８モルの９゜
９−ビス（４−ヒドロキシフェニル）−フルオレンと０
．１１３モルの２．２〜ビス（ヒドロキシフェニル）−
プロパンを用いた以外は、実施例１と同様にして、ポリ
マーを製造した。このポリマーにも実施例１と同様にエ
ステル結合が認められた。Example 3 As bisphenol components, 0.0378 mol of 9°9-bis(4-hydroxyphenyl)-fluorene and 0.0378 mol of 9°9-bis(4-hydroxyphenyl)-fluorene
．． 113 moles of 2.2-bis(hydroxyphenyl)-
A polymer was produced in the same manner as in Example 1 except that propane was used. Similar to Example 1, ester bonds were observed in this polymer as well.
得られた芳香族ポリエステル共重合体の対数粘度は０．
５であり、ガラス転移温度は１７６℃であった。The obtained aromatic polyester copolymer had a logarithmic viscosity of 0.
5, and the glass transition temperature was 176°C.
実施例４
ビスフェノール成分として、 ０．０３７８モルの９゜
９−ビス（４−ヒドロキシフェニル）−フルオレンと０
．１１３モルの１．１〜ビス（４ヒドロキシフエニル）
−１−フェニルエタンを用いた以外は。Example 4 As bisphenol components, 0.0378 mol of 9°9-bis(4-hydroxyphenyl)-fluorene and 0.0378 mol of 9°9-bis(4-hydroxyphenyl)-fluorene
．． 113 moles of 1.1-bis(4-hydroxyphenyl)
-1-Phenylethane was used.
実施例１と同様して、ポリマーを製造した。このポリマ
ーにも実施例１と同様にエステル結合が認められた。得
られた芳香族ポリエステル共重合体の対数粘度は０，５
であり、ガラス転移温度は２０３℃であった。A polymer was produced in the same manner as in Example 1. Similar to Example 1, ester bonds were observed in this polymer as well. The logarithmic viscosity of the obtained aromatic polyester copolymer was 0.5
The glass transition temperature was 203°C.
比較例１
酸成分が等モル量のイソフタル酸成分とテレフタル酸成
分と、ビスフェノール成分が１．１−ビス（４−ヒドロ
キシフェニル）−１−フェニルエタンとからなる芳香族
ポリエステルを用意した。Comparative Example 1 An aromatic polyester was prepared in which the acid components were equimolar amounts of isophthalic acid and terephthalic acid components, and the bisphenol component was 1,1-bis(4-hydroxyphenyl)-1-phenylethane.
この芳香族ポリエステルの対数粘度は０．７であり。This aromatic polyester has a logarithmic viscosity of 0.7.
ガラス転移温度は２４５℃であった。The glass transition temperature was 245°C.
実施例１〜４の芳香族ポリエステル共重合体及び比較例
１の芳香族ポリエステルを、それぞれクロロホルムに濃
度１０重量％になるように溶解し。The aromatic polyester copolymers of Examples 1 to 4 and the aromatic polyester of Comparative Example 1 were each dissolved in chloroform to a concentration of 10% by weight.
キャストフィルムを作成した。得られたフィルムをそれ
ぞれのガラス転移温度より２０℃高い温度で１０％延伸
し、急冷して延伸フィルムを得た。これらのフィルムの
複屈折値を測定し、得られた結果をガラス転移温度の測
定結果とともに第１表に示した。Created a cast film. The obtained films were stretched by 10% at a temperature 20° C. higher than their respective glass transition temperatures, and then rapidly cooled to obtain stretched films. The birefringence values of these films were measured, and the results are shown in Table 1 along with the glass transition temperature measurement results.
第１表
第１表から明らかなように１本発明の芳香族ポリエステ
ル共重合体から得られたフィルムは複屈折値が低く光学
的異方性が小さい。また、比較例１の芳香族ポリエステ
ルは、高いガラス転移温度を有し、高い熱変形温度を有
するプラスチックとして知られているものであるが１本
発明の芳香族ポリエステル共重合体は、これと比べてさ
らに高いガラス転移温度を有する。As is clear from Table 1, the film obtained from the aromatic polyester copolymer of the present invention has a low birefringence value and a small optical anisotropy. In addition, the aromatic polyester of Comparative Example 1 is known as a plastic having a high glass transition temperature and a high heat distortion temperature, but compared to this, the aromatic polyester copolymer of the present invention has and has a higher glass transition temperature.
（発明の効果）
本発明は以上のように構成されているので２本発明の芳
香族ポリエステル共重合体は、透明性及び機械的特性に
優れているのはいうまでもなく。(Effects of the Invention) Since the present invention is constructed as described above, it goes without saying that the aromatic polyester copolymer of the present invention has excellent transparency and mechanical properties.
熱変形温度が高く、光学的異方性が小さい。High heat distortion temperature and low optical anisotropy.
また１本発明の芳香族ポリエステル共重合体は射出成形
等によって成形したり、フィルムや繊維として延伸した
後でも、光学的異方性が小さく。Furthermore, the aromatic polyester copolymer of the present invention has small optical anisotropy even after being molded by injection molding or the like or stretched as a film or fiber.
透明性に優れる等の光学的特性を有する。It has optical properties such as excellent transparency.
したがって９本発明の芳香族ポリエステル共重合体は、
エンジニアリングプラスチック、特に。Therefore, the aromatic polyester copolymer of the present invention is
Engineering plastics, especially.
光デイスク基板材料、光学レンズ、光ファイバー等の光
学機器用の素材として好適に利用でき、その他コーティ
ング剤等としても利用できる。It can be suitably used as a material for optical devices such as optical disk substrate materials, optical lenses, and optical fibers, and can also be used as a coating agent.
Claims (1)
重合体であって、前記繰り返し単位（１）と（２）の比
が５：９５ないし９５：５であり、対数粘度（フェノー
ルとテトラクロルエタンの等重量混合溶媒中、濃度１ｇ
／１００ｍｌ、２５℃にて測定）が０．２以上である芳
香族ポリエステル共重合体。[Claims] The following general formulas (1), (2) ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ (1) ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ (2) (However, X is the following formula (selected from the group shown) ▲There are mathematical formulas, chemical formulas, tables, etc.▼ An aromatic polyester copolymer consisting of repeating units shown in the following, where the ratio of the repeating units (1) and (2) is 5: 95 to 95:5, logarithmic viscosity (concentration 1 g in a mixed solvent of equal weights of phenol and tetrachloroethane)
/100ml, measured at 25°C) is 0.2 or more.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2081915A JP2911534B2 (en) | 1990-03-29 | 1990-03-29 | Aromatic polyester copolymer |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2081915A JP2911534B2 (en) | 1990-03-29 | 1990-03-29 | Aromatic polyester copolymer |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH03281524A true JPH03281524A (en) | 1991-12-12 |
| JP2911534B2 JP2911534B2 (en) | 1999-06-23 |
Family
ID=13759750
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2081915A Expired - Lifetime JP2911534B2 (en) | 1990-03-29 | 1990-03-29 | Aromatic polyester copolymer |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2911534B2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0756339A (en) * | 1993-08-20 | 1995-03-03 | Okamoto Kagaku Kogyo Kk | Photosensitive composition for planographic printing |
-
1990
- 1990-03-29 JP JP2081915A patent/JP2911534B2/en not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0756339A (en) * | 1993-08-20 | 1995-03-03 | Okamoto Kagaku Kogyo Kk | Photosensitive composition for planographic printing |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2911534B2 (en) | 1999-06-23 |
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