JP3063311B2 - Hydrogenated polymer - Google Patents
Hydrogenated polymerInfo
- Publication number
- JP3063311B2 JP3063311B2 JP3290700A JP29070091A JP3063311B2 JP 3063311 B2 JP3063311 B2 JP 3063311B2 JP 3290700 A JP3290700 A JP 3290700A JP 29070091 A JP29070091 A JP 29070091A JP 3063311 B2 JP3063311 B2 JP 3063311B2
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- polymer
- weight
- ring
- molecular weight
- hydrogenated polymer
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- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
Description
【０００１】[0001]
【産業上の利用分野】本発明は、成形時の粘性制御が容
易な低複屈折の耐熱性光学材料として好適な水素添加重
合体に関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a hydrogenated polymer suitable as a low birefringence heat-resistant optical material that can easily control viscosity during molding.
【０００２】[0002]
【従来の技術】近年、レンズ用材料として、ガラスに代
って加工性、軽量化の面からプラスチックが採用されて
いる。特にプラスチック非球面レンズの主流材料は、ポ
リメチルメタクリレートである。ポリメチルメタクリレ
ートは、光線透過率が高く、成形時の樹脂の粘性挙動も
制御しやすく、複屈折がほとんどなく、その上コストが
安いため、据え置き型ＣＤではほとんどこのポリメチル
メタクリレートの光ピックアップレンズが使用されてい
る。しかし、ポリメチルメタクリレートは、耐熱性が約
８０℃と用途によっては不十分で、飽和吸水率も大き
く、ガラス製レンズに比べて信頼性が劣る。2. Description of the Related Art In recent years, plastic has been adopted as a lens material in place of glass in terms of workability and weight reduction. In particular, the mainstream material for plastic aspheric lenses is polymethyl methacrylate. Polymethyl methacrylate has high light transmittance, easy to control the viscosity behavior of the resin at the time of molding, has almost no birefringence, and is inexpensive. in use. However, polymethyl methacrylate has a heat resistance of about 80 ° C., which is insufficient for some applications, has a large saturated water absorption, and is inferior in reliability to glass lenses.
【０００３】[0003]
【本発明が解決する課題】本発明は上記問題点を解決
し、光線透過率が高く、成形時の樹脂の粘性挙動も制御
しやすく、複屈折がほとんどなく、飽和吸水率も大き
く、耐熱性にも優れる光学材料として好適な重合体を提
供するものである。The present invention solves the above problems, has a high light transmittance, easily controls the viscosity behavior of the resin at the time of molding, has almost no birefringence, has a large saturated water absorption, and has a high heat resistance. It is intended to provide a polymer suitable as an optical material excellent in the above.
【０００４】[0004]
【課題を解決するための手段】すなわち本発明は、下記
一般式（Ｉ）で表わされる少なくとも１種のノルボルネ
ン誘導体または該ノルボルネン誘導体とこれと共重合可
能な単量体を開環重合して得られる開環重合体をさらに
水素添加して得られる固有粘度０．３５〜０．８の水素
添加重合体であって、重量平均分子量２０００以下の重
合体の割合が０．０１〜５重量％であることを特徴とす
る水素添加重合体 一般式（Ｉ）That is, the present invention provides a compound obtained by ring-opening polymerization of at least one norbornene derivative represented by the following general formula (I) or a monomer copolymerizable with the norbornene derivative. A hydrogenated polymer having an intrinsic viscosity of 0.35 to 0.8 obtained by further hydrogenating the ring-opened polymer, wherein the proportion of the polymer having a weight average molecular weight of 2,000 or less is 0.01 to 5% by weight. A hydrogenated polymer having the general formula (I)
【０００５】[0005]
【化２】 （式中、ＡおよびＢは水素原子または炭素数１〜１０の
炭化水素基であり、ＸおよびＹは水素原子、ハロゲン原
子または一価の有機基であって、ｍは０または１であ
る。）を提供するものである。以下、本発明について具
体的に説明する。Embedded image (Where A and B are a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms, X and Y are a hydrogen atom, a halogen atom or a monovalent organic group, and m is 0 or 1. ). Hereinafter, the present invention will be described specifically.
【０００６】本発明の水素添加重合体は、上記の一般式
（Ｉ）で表わされるノルボルネン誘導体よりなる単量体
（以下「特定単量体」という）を単独で、または特定単
量体をこれと共重合可能な共重合性単量体とともにメタ
セシス重合触媒を用いて開環共重合させることによって
得られる水素添加重合体であり、以下において「水素添
加重合体」という。本発明において、特定単量体のう
ち、上記一般式（Ｉ）におけるＸまたはＹが式−（ＣＨ
2 ）n ＣＯＯＲ1 で表わされる基である特定単量体は、
得られる重合体が高いガラス転移温度と低い吸湿性を有
するものとなる点が好ましい。また、式−（ＣＨ2 ）n
ＣＯＯＲ1 で表わされる基は、特定単量体の１分子当た
りに１個含有されることが、得られる重合体の吸湿性が
低くなる点で好ましい。[0006] The hydrogenated polymer of the present invention comprises a monomer comprising the norbornene derivative represented by the above general formula (I) (hereinafter referred to as "specific monomer") alone or a specific monomer. This is a hydrogenated polymer obtained by ring-opening copolymerization using a metathesis polymerization catalyst together with a copolymerizable monomer that can be copolymerized with, and is hereinafter referred to as "hydrogenated polymer". In the present invention, among the specific monomers, X or Y in the general formula (I) is represented by the formula-(CH
2 ) The specific monomer which is a group represented by n COOR 1 is
It is preferable that the obtained polymer has a high glass transition temperature and a low hygroscopicity. Also, the formula-(CH 2 ) n
It is preferable that one group represented by COOR 1 be contained per one molecule of the specific monomer, since the hygroscopicity of the obtained polymer becomes low.
【０００７】また、式−（ＣＨ2 ）n ＣＯＯＲ1 で表わ
される基のうち、ｎの値が小さいものほど得られる重合
体のガラス転移温度が高くなるので好ましく、さらにｎ
が０である特定単量体は、その合成が容易である点で、
また得られる重合体に良好な特性が得られる点で好まし
い。上記の式において、Ｒ1 は炭素数１〜２０の炭化水
素基であるが、炭素数が多くなるほど得られる重合体の
吸湿性が小さくなる点で好ましい。しかし、得られる重
合体のガラス転移温度とのバランスの点から、炭素数が
１〜４の鎖状アルキル基または炭素数が５以上の（多）
環状アルキル基であることが好ましく、特にメチル基で
あることが好ましい。さらに、式−（ＣＨ2 ）n ＣＯＯ
Ｒ1 で表わされる基が結合した炭素数原子に、同時に炭
素数１〜１０の炭化水素基が置換基として結合されてい
る特定単量体は、得られる重合体のガラス転移温度を低
下させずに吸湿性を低下させるので好ましい。そして、
特にこの置換基がメチル基である特定単量体は、その合
成が容易な点で好ましい。Further, among the groups represented by the formula — (CH 2 ) n COOR 1 , the smaller the value of n, the higher the glass transition temperature of the obtained polymer.
Is 0 in that the synthesis is easy.
It is also preferable in that good properties can be obtained from the obtained polymer. In the above formula, R 1 is a hydrocarbon group having 1 to 20 carbon atoms, and it is preferable that as the number of carbon atoms increases, the hygroscopicity of the obtained polymer decreases. However, from the viewpoint of the balance with the glass transition temperature of the obtained polymer, a chain alkyl group having 1 to 4 carbon atoms or 5 or more carbon atoms (many)
It is preferably a cyclic alkyl group, particularly preferably a methyl group. Moreover, the formula - (CH 2) n COO
The specific monomer in which a hydrocarbon group having 1 to 10 carbon atoms is simultaneously bonded as a substituent to a carbon atom to which the group represented by R 1 is bonded does not lower the glass transition temperature of the obtained polymer. This is preferable because it reduces the hygroscopicity. And
In particular, a specific monomer in which this substituent is a methyl group is preferable because its synthesis is easy.
【０００８】本発明に用いる水素添加重合体に係る開環
重合体は、特定単量体を単独で開環重合させたものであ
ってもよいが、当該特定単量体と共重合性単量体とを開
環共重合させたものであってもよい。このように共重合
性単量体が使用される場合において、開環重合体におけ
る特定単量体の割合は５モル％以上、好ましくは２０モ
ル％以上とされる。使用される共重合性単量体として
は、メタセシス重合触媒によって開環重合し得る単量
体、および重合体の主鎖に炭素−炭素二重結合を有する
一部重合された低重合体を挙げることができる。上記特
定単量体のうちでは、上記一般式（Ｉ）においてｍが１
であるテトラシクロドデセン誘導体が、ガラス転移点の
高い重合体が得られる点で好ましい。一般式（Ｉ）にお
いて、ｍが１であるテトラトクロドデセン誘導体のう
ち、好ましい化合物としては、８−カルボキシメチルテ
トラシクロ〔４．４．０．１2,5 ．１7,10〕−３−ドデ
セン、８−メチル−８−カルボキシメチルテトラシクロ
〔４．４．０．１2,5 ．１7,10〕−３−ドデセン、５−
カルボキシメチル−ビシクロ〔２．２．１〕−２−ヘプ
テンなどを挙げるとができる。The ring-opening polymer of the hydrogenated polymer used in the present invention may be one obtained by subjecting a specific monomer to ring-opening polymerization alone. It may be one obtained by ring-opening copolymerization with a body. When a copolymerizable monomer is used as described above, the ratio of the specific monomer in the ring-opening polymer is at least 5 mol%, preferably at least 20 mol%. Examples of the copolymerizable monomer used include a monomer that can undergo ring-opening polymerization with a metathesis polymerization catalyst, and a partially polymerized low polymer having a carbon-carbon double bond in the main chain of the polymer. be able to. Among the specific monomers, m is 1 in the general formula (I).
Is preferable in that a polymer having a high glass transition point can be obtained. In the general formula (I), among the tetratochrododecene derivatives in which m is 1, a preferred compound is 8-carboxymethyltetracyclo [4.4.0.1 2,5 . 1 7,10 ] -3-dodecene, 8-methyl-8-carboxymethyltetracyclo [4.4.0.1 2,5 . 1 7,10 ] -3-dodecene, 5-
Carboxymethyl-bicyclo [2.2.1] -2-heptene and the like can be mentioned.
【０００９】特定単量体は環状オレフィン化合物と共重
合することもできる。かかる環状オレフィン化合物の具
体例としては、シクロペンテン、シクロオクテン、１，
５−シクロオクタジエン、１，５，９−シクロドデカト
リエンなどのシクロオレフィン類；ビシクロ〔２．２．
１〕−２−ヘプテン、トリシクロ〔５．２．１．
０2,6 〕−８−デセン、トリシクロ〔５．２．１．０
2,6 〕−３−デセン、トリシクロ〔６．２．１．
０1,8 〕−９−ウンデセン、トリシクロ〔６．２．１．
０1,8 〕−４−ウンデセン、テトラシクロ〔４．４．
０．１2,5 ．１7, 10〕−３−ドデセン、ペンタシクロ
〔６．５．１．１3,6 ．０2,7 ．０9,13〕−４−ペンタ
デセン、ペンタシクロ〔６．６．１．１3,6 ．０2,7 ．
０9,14〕−４−ヘキサデセセン、ペンタシクロ〔６．
５．１．１3,6 ．０2,7 ．０9,13〕−１１−ペンタデセ
ン、ジシクロペンタジエン、ペンタシクロ〔６．５．
１．１3,6 ．０2,7 ．０9,13〕−ペンタデカ−４，１１
−ジエンなどのポリシクロアルケンを挙げることができ
る。The specific monomer can be copolymerized with a cyclic olefin compound. Specific examples of such a cyclic olefin compound include cyclopentene, cyclooctene, 1,
Cycloolefins such as 5-cyclooctadiene and 1,5,9-cyclododecatriene; bicyclo [2.2.
1] -2-heptene, tricyclo [5.2.1.
0 2,6 ] -8-decene, tricyclo [5.2.1.0
2,6 ] -3-decene, tricyclo [6.2.1.
0 1,8 ] -9-undecene, tricyclo [6.2.1.
0 1,8 ] -4-undecene, tetracyclo [4.4.
0.1 2,5 . 17, 10 ] -3-dodecene, pentacyclo [6.5.1.1 3,6 . 0 2,7 . 0 9,13] -4-pentadecene, pentacyclo [6.6.1.1 3,6. 0 2,7 .
0 9,14] -4-Hekisadesesen, pentacyclo [6.
5.1.1 3,6 . 0 2,7 . 0 9,13 ] -11-pentadecene, dicyclopentadiene, pentacyclo [6.5.
1.1 3,6 . 0 2,7 . 0 9, 13] - pentadeca -4,11
A polycycloalkene such as a diene.
【００１０】さらに特定単量体は、ポリブタジエン、ポ
リイソプレン、スチレン−ブタジエン共重合体、エチレ
ン−プロピレン非共役ジエン共重合ゴム、ポリノルボル
ネン、ポリペンテナマーなどの重合体の主鎖に、炭素−
炭素二重結合を含んだ不飽和炭化水素重合体の存在下で
開環重合することもできる。特定単量体とこれと共重合
可能な共重合性単量体との開環重合の方法および水素添
加の方法は、特開平１−１３２６２６号公報に記載され
る方法と同様の方法を挙げることができる。得られる水
素添加重合体の水素添加率は、通常５０％以上、好まし
くは７０％以上、さらに好ましくは８０％以上とされ
る。水素添加率が５０％未満の重合体は耐光性が悪くな
る。[0010] Further, the specific monomer is a polymer such as polybutadiene, polyisoprene, styrene-butadiene copolymer, ethylene-propylene non-conjugated diene copolymer rubber, polynorbornene, and polypentenamer.
Ring-opening polymerization can also be carried out in the presence of an unsaturated hydrocarbon polymer containing a carbon double bond. The method of ring-opening polymerization of a specific monomer and a copolymerizable monomer copolymerizable therewith and the method of hydrogenation include the same methods as those described in JP-A-1-132626. Can be. The hydrogenation rate of the resulting hydrogenated polymer is usually at least 50%, preferably at least 70%, more preferably at least 80%. A polymer having a hydrogenation rate of less than 50% has poor light resistance.
【００１１】本発明の水素添加重合体は、前記特定単量
体を開環重合して得られる開環重合体をさらに水素添加
して得られる固有粘度０．３５〜０．８の水素添加重合
体である。特定単量体としては前期と同様のものを挙げ
ることができ、好ましいものも同様である。本発明の水
素添加重合体は、重量平均分子量が２０００以下の重合
体を０．０１〜５重量％、好ましくは０．０１〜４重量
％、さらに好ましくは０．０２〜３重量％含有するもの
である。ここで、重量平均分子量が２０００以下の重合
体が０．０１重量％未満では複屈折を下げることができ
ず、また５重量％を超えると成形品が外観不良となる。
本発明においては、重量平均分子量が２０００以下の重
合体は、別途重合しておいて、通常に重合した重合体に
添加することが好ましい。水素添加重合体の分子量およ
び分子量分布の調節は、メタセシス開環重合反応におい
て、メタセシス重合触媒の種類や濃度、重合温度、溶媒
の種類や量ならびに単量体濃度などの反応条件を変える
ことにより行なう。通常は、適宜の分子量調節剤の適当
量を重合反応系に添加することによって開環重合体の分
子量を調節することが好ましい。かかる分子量調節剤と
しては、α−オレフィン類、α，ω−ジオレフィン類ま
たはアセチレン類などの分子内に少なくとも１つの炭素
間二重結合または炭素間三重結合を有する化合物、ある
いは塩化アリル、酢酸アリル、トリメチルアクロキシシ
ランなどの極性アリル化合物を挙げることができる。ま
た、触媒を変えることにより分子量分布を狭くすること
ができる。The hydrogenated polymer of the present invention is a hydrogenated polymer having an intrinsic viscosity of 0.35 to 0.8 obtained by further hydrogenating a ring-opened polymer obtained by ring-opening polymerization of the specific monomer. It is united. Examples of the specific monomer include the same as those described above, and preferable ones are also the same. The hydrogenated polymer of the present invention contains a polymer having a weight average molecular weight of 2000 or less in an amount of 0.01 to 5% by weight, preferably 0.01 to 4% by weight, and more preferably 0.02 to 3% by weight. It is. Here, if the weight average molecular weight of the polymer having a weight average molecular weight of 2000 or less is less than 0.01% by weight, the birefringence cannot be reduced, and if it exceeds 5% by weight, the appearance of the molded article becomes poor.
In the present invention, the polymer having a weight average molecular weight of 2,000 or less is preferably polymerized separately and added to a polymer that has been polymerized normally. The molecular weight and molecular weight distribution of the hydrogenated polymer are adjusted by changing the reaction conditions such as the type and concentration of the metathesis polymerization catalyst, the polymerization temperature, the type and amount of the solvent, and the monomer concentration in the metathesis ring-opening polymerization reaction. . Usually, it is preferable to adjust the molecular weight of the ring-opened polymer by adding an appropriate amount of an appropriate molecular weight regulator to the polymerization reaction system. Examples of such molecular weight regulators include compounds having at least one carbon-carbon double bond or carbon-carbon triple bond in the molecule, such as α-olefins, α, ω-diolefins or acetylenes, or allyl chloride and allyl acetate. And polar allyl compounds such as trimethylacryloxysilane. The molecular weight distribution can be narrowed by changing the catalyst.
【００１２】[0012]
【実施例】分子量分布の広い水素添加重合体（ａ−１）の製造方法 窒素ガスで置換した反応容器内に、８−メチル−８−カ
ルボキシメチルテトラシクロ〔４．４．０．１2,5 ．１
7,10〕−３−ドデセン５００ｇと、１，２−ジクロロエ
タン２０００mlと、分子量調節剤である１−ヘキセン
３．８ｇと、触媒として、六塩化タングステンの濃度
０．０５Ｍ／リットルのクロロベンゼン溶液９１．６ml
と、パラアルデヒドの濃度０．１Ｍ／リットルの１，２
−ジクロロエタン溶液６８．７mlと、トリイソブチルア
ルミニウムの濃度０．５Ｍ／リットルのトルエン溶液３
７mlとを加え、６０℃で１０時間反応させることにより
開環重合体４５０ｇを得た。この開環重合体を９０００
mlのテトラヒドロフランに溶解し、パラジウム濃度が５
重量％のパラジウム−アルミナ触媒４５ｇを加え、水素
ガスを圧力が１００kg／cm2 となるように仕込んで、１
５０℃で５時間水素添加反応させた。水素添加反応後、
触媒を濾別し、濾液を塩酸酸性の大過剰量のメタノール
中に注いで、水素添加された重合体ａ−１を製造した。
この重合体ａ−１の水素添加率は実質上１００％であっ
た。また、重合体のηinh ＝０．５６で、Ｍｗ／Ｍｎ＝
６．０２であった。EXAMPLE A method for producing a hydrogenated polymer (a-1) having a wide molecular weight distribution In a reaction vessel purged with nitrogen gas, 8-methyl-8-carboxymethyltetracyclo [4.4.0.12 , 5 ． 1
7,10 ] -3-dodecene, 500 ml of 1,2-dichloroethane, 3.8 g of 1-hexene as a molecular weight regulator, and a chlorobenzene solution having a concentration of 0.05 M / liter of tungsten hexachloride as a catalyst 91. 6ml
And 1,2 at a concentration of 0.1 M / liter of paraaldehyde.
68.7 ml of a dichloroethane solution and a toluene solution 3 having a concentration of 0.5 M / liter of triisobutylaluminum.
Then, the mixture was reacted at 60 ° C. for 10 hours to obtain 450 g of a ring-opened polymer. This ring-opened polymer was prepared for 9000
dissolved in tetrahydrofuran and the palladium concentration was 5
Then, 45 g of a palladium-alumina catalyst (wt.%) Was added, and hydrogen gas was charged so that the pressure became 100 kg / cm 2.
A hydrogenation reaction was performed at 50 ° C. for 5 hours. After the hydrogenation reaction,
The catalyst was filtered off, and the filtrate was poured into a large excess of methanol acidic with hydrochloric acid to produce a hydrogenated polymer a-1.
The hydrogenation rate of this polymer a-1 was substantially 100%. When η inh of the polymer is 0.56, Mw / Mn =
6.02.
【００１３】オリゴマーの製造方法 窒素雰囲気下において、窒素置換した反応容器内に、８
−メチル−８−カルボキシメチルテトラシクロ〔４．
４．０．１2,5 ．１7,10〕−３−ドデセン８００ｇと、
１−ヘキセン２４００ｇと、触媒であるＷＣｌ6 の濃度
０．０５Ｍ／リッリルのジメトキシエタン溶液３４．５
mlと、ジエチルアルミニウムクロライドの濃度１．０Ｍ
／リットルのｎ−ヘキサン溶液３．４５mlとを加え、７
０℃で３時間反応させ、重合溶液を得た。 Oligomer Production Method Under a nitrogen atmosphere, 8
-Methyl-8-carboxymethyltetracyclo [4.
4.0.1 2,5 . 1 7,10 ] -3-dodecene 800g,
2400 g of 1-hexene and 34.5 of a dimethoxyethane solution having a concentration of 0.05 M / rrill in WCl 6 as a catalyst.
ml and the concentration of diethylaluminum chloride 1.0M
/ Liter of n-hexane solution and 3.45 ml.
The reaction was carried out at 0 ° C. for 3 hours to obtain a polymerization solution.
【００１４】二層分離した重合溶液の上ずみにメタノー
ルを加え、よく振りまぜた後、静置し、上層部を回収す
る。この操作を３回繰り返し、回収した上層部を再度濃
縮した。この上層部濃縮液をオートクレーブ中でパラジ
ウム／アルミナ水添触媒を加えて、水素圧４０kg／c
m3 、温度１６０℃で水素添加を行なった。水添触媒を
濾過後、触媒より単離し、オリゴマーを得た。平均分子
量１１００であった。 ＧＰＣのＭ＝１３００のところ５３重量％ Ｍ＝１０００ 〃 ２７重量％ Ｍ＝７８０ 〃 １６重量％ Ｍ＝５５０ 〃 ４重量％ （peak値） であった。Methanol is added to the upper part of the polymerization solution which has been separated into two layers, shaken well, and then allowed to stand to recover the upper layer. This operation was repeated three times, and the collected upper layer was concentrated again. This upper layer concentrate was added with a palladium / alumina hydrogenation catalyst in an autoclave, and hydrogen pressure was set to 40 kg / c.
Hydrogenation was performed at m 3 and a temperature of 160 ° C. After filtration, the hydrogenation catalyst was isolated from the catalyst to obtain an oligomer. The average molecular weight was 1100. When M = 1300 in GPC, it was 53% by weight M = 1000 {27% by weight M = 780} 16% by weight M = 550/4% by weight (peak value).
【００１５】得られたレンズの物性を以下の方法により
測定した。 全光線透過率 （ＡＳＴＭ Ｄ−１００３） （％） 複 屈 折 （エリプソメーター ６３３nm） （nm） 引張強度 （ＡＳＴＭ Ｄ−６３８） （kg／cm2 ） 伸 び （ＡＳＴＭ Ｄ−６３８） （％） 耐 熱 性 （ＤＳＣ Ｔｇ） （℃）The physical properties of the obtained lens were measured by the following methods. Total light transmittance (ASTM D-1003) (%) Birefringence (Ellipsometer 633 nm) (nm) Tensile strength (ASTM D-638) (kg / cm 2 ) Elongation (ASTM D-638) (%) Thermal (DSC Tg) (° C)
【００１６】[0016]
【表１】 実施例１〜３、比較例１、２ 水素添加重合体（ａ−１）１００重量部に対して、オリ
ゴマー量を表１のとおり変量して得た水素添加重合体を
３０５℃で射出成形し、厚み２mmのレンズを作製した。
（表１） 実施例４、５ 固有粘度の異なるものにオリゴマー量を変えて試料を作
り、これらを用いて成形品を作製した。（表１）[Table 1] Examples 1 to 3 and Comparative Examples 1 and 2 A hydrogenated polymer obtained by changing the amount of oligomer to 100 parts by weight of the hydrogenated polymer (a-1) as shown in Table 1 was injection-molded at 305 ° C. And a lens having a thickness of 2 mm.
(Table 1) Examples 4 and 5 Samples were prepared by changing the oligomer amount to those having different intrinsic viscosities, and molded articles were prepared using these. (Table 1)
【００１７】[0017]
【表１】[Table 1]
【００１８】[0018]
【発明の効果】本発明は、固有粘度が一定の範囲にあ
り、分子量分布がシャープな水素添加重合体、および固
有粘度が一定範囲によるものにオリゴマー添加した組成
物により、成形時の粘度制御が容易で低い複屈折率にな
る。従って、耐熱性光学部品、例えばプラスチックレン
ズ、球形レンズ、非球形レンズ、複写機レンズ、ビデオ
カメラ用コンバータレンズ、ＬＢＰ用レンズ、光ティス
ク用ピックアップレンズ、コンタクトレンズ、光ディス
ク、車両部品用レンズ、光ファイバーなどに有効であ
る。According to the present invention, the viscosity control at the time of molding is achieved by a hydrogenated polymer having an intrinsic viscosity within a certain range and having a sharp molecular weight distribution, and a composition obtained by adding an oligomer to an intrinsic viscosity within a certain range. Easy and low birefringence. Therefore, heat-resistant optical components such as plastic lenses, spherical lenses, non-spherical lenses, copier lenses, converter lenses for video cameras, lenses for LBP, pickup lenses for optical discs, contact lenses, optical disks, lenses for vehicle parts, optical fibers, etc. It is effective for
Claims (1)
も１種のノルボルネン誘導体または該ノルボルネン誘導
体とこれと共重合可能な単量体を開環重合して得られる
開環重合体をさらに水素添加して得られる固有粘度０．
３５〜０．８の水素添加重合体であって、重量平均分子
量２０００以下の重合体の割合が０．０１〜５重量％で
あることを特徴とする水素添加重合体。 一般式（Ｉ） 【化１】 （式中、ＡおよびＢは水素原子または炭素数１〜１０の
炭化水素基であり、ＸおよびＹは水素原子、ハロゲン原
子または一価の有機基であって、ｍは０または１であ
る。）1. Hydrogenation of at least one kind of norbornene derivative represented by the following general formula (I) or a ring-opening polymer obtained by ring-opening polymerization of the norbornene derivative and a monomer copolymerizable therewith. Intrinsic viscosity obtained by
A hydrogenated polymer having a weight-average molecular weight of 2,000 or less, which is a hydrogenated polymer having a weight average molecular weight of 2,000 or less, of 0.01 to 5% by weight. General formula (I) (Where A and B are a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms, X and Y are a hydrogen atom, a halogen atom or a monovalent organic group, and m is 0 or 1. )
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3290700A JP3063311B2 (en) | 1991-10-09 | 1991-10-09 | Hydrogenated polymer |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3290700A JP3063311B2 (en) | 1991-10-09 | 1991-10-09 | Hydrogenated polymer |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0597978A JPH0597978A (en) | 1993-04-20 |
| JP3063311B2 true JP3063311B2 (en) | 2000-07-12 |
Family
ID=17759385
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP3290700A Expired - Lifetime JP3063311B2 (en) | 1991-10-09 | 1991-10-09 | Hydrogenated polymer |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3063311B2 (en) |
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| KR20190097027A (en) | 2016-12-26 | 2019-08-20 | 니폰 제온 가부시키가이샤 | Polymeric compounds, mixtures, polymers, optical films, optically anisotropic materials, polarizers, displays, and antireflective films |
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-
1991
- 1991-10-09 JP JP3290700A patent/JP3063311B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0597978A (en) | 1993-04-20 |
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