JPS6142602A - Synthetic resin lens - Google Patents

Synthetic resin lens

Info

Publication number
JPS6142602A
JPS6142602A JP16468984A JP16468984A JPS6142602A JP S6142602 A JPS6142602 A JP S6142602A JP 16468984 A JP16468984 A JP 16468984A JP 16468984 A JP16468984 A JP 16468984A JP S6142602 A JPS6142602 A JP S6142602A
Authority
JP
Japan
Prior art keywords
polymn
synthetic resin
lens
resin lens
initiator
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
Application number
JP16468984A
Other languages
Japanese (ja)
Other versions
JPH0248083B2 (en
Inventor
Yoshio Nakai
中井 芳雄
Yasunobu Shimomura
下村 泰宣
Yoshiaki Matsumoto
松本 嘉昭
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Mitsubishi Rayon Co Ltd
Original Assignee
Mitsubishi Rayon Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Mitsubishi Rayon Co Ltd filed Critical Mitsubishi Rayon Co Ltd
Priority to JP16468984A priority Critical patent/JPH0248083B2/en
Publication of JPS6142602A publication Critical patent/JPS6142602A/en
Publication of JPH0248083B2 publication Critical patent/JPH0248083B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • GPHYSICS
    • G02OPTICS
    • G02BOPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B1/00Optical elements characterised by the material of which they are made; Optical coatings for optical elements
    • G02B1/04Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics

Landscapes

  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

PURPOSE:To obtain a synthetic resin lens having high dimension stability by consisting said lens of a copolymer contg. methyl methacrylate and phenyl methacrylate respectively in a specific weight % range. CONSTITUTION:The synthetic resin lens consists of the copolymer composed of 10-90wt% methyl methacrylate and 10-90wt% phenyl methacrylate. Any method such as, for example, suspension polymn., emulsion polymn., mass polymn. or soln. polymn. can be adopted to copolymerize these monomer component compsn. A free radical initiator or oxidation-reduction system polymn. initiator, for example, a combination of peroxide and amine is used as the polymn. initiator to be used. Arom. mercaptan, etc, are used for the chain transfer agent for adjusting the degree of polymn.

Description

【発明の詳細な説明】 〔産業上の利用分野〕 本発明は1寸法安定性の高い合成樹脂レンズに関する。[Detailed description of the invention] [Industrial application field] The present invention relates to a synthetic resin lens with high one-dimensional stability.

〔従来技術〕[Prior art]

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に極めて優れた特性を有して
いるばかりでなく9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り、8i々の光
学的用途に使用されている。
Methacrylic resin, whose main component is methyl methacrylate, not only has excellent transparency and weather resistance, but also has well-balanced mechanical properties, thermal properties, moldability, etc. It is used for 8i optical applications.

特に、光学レンズとして使用した場合、従来の無機ガラ
スと比較して、軽量化、大量生産化等の利点から、今後
さらにその需要が増大してゆくことが予想される。
In particular, when used as optical lenses, it is expected that the demand for it will further increase in the future due to its advantages such as lighter weight and mass production compared to conventional inorganic glasses.

ところが一方では、メタクリル系樹脂は他の透明材料2
例えばポリスチレン、ポリカーボネート等と比較して吸
湿性が高く、長期間多湿下の環境におかれた場合製品が
変形する2反る等の欠点をも会わせ持っている。このた
めに、精密光学分野においてはメタクリル系樹脂製レン
ズの使用が制約されている分野もある;〔発明が解決し
ようとする問題点〕 本発明の目的は、上述した如き従来技術に鑑み1寸法安
定性の高い合成樹脂レンズを開発することにある。
However, on the other hand, methacrylic resin is similar to other transparent materials2.
For example, it has higher hygroscopicity than polystyrene, polycarbonate, etc., and also has disadvantages such as warping, which causes the product to deform when left in a humid environment for a long period of time. For this reason, there are some fields in the field of precision optics where the use of methacrylic resin lenses is restricted; [Problems to be Solved by the Invention] The purpose of the present invention is to The goal is to develop highly stable synthetic resin lenses.

〔問題点を解決するための手段) 本発明の合成樹脂レンズは、メチルメタクリレ−)10
〜901L景%およびフェニルメタクリレ−)10〜9
0重量%の共重合体からなる。
[Means for solving the problems] The synthetic resin lens of the present invention is made of methyl methacrylate) 10
~901L ratio and phenyl methacrylate) 10-9
It consists of 0% by weight of copolymer.

本発明のし/ズに用いる樹脂は、その構成成分としてメ
チルメタクリレートを10〜90重量%含有させること
が必要である。10重量%未満ではメタクリル樹脂本来
の特性が損われ。
The resin used in the resin of the present invention must contain 10 to 90% by weight of methyl methacrylate as a constituent component. If it is less than 10% by weight, the original properties of the methacrylic resin will be impaired.

また9−Oi景%を超えると吸湿性低減の効果が少ない
。また、第2成分であるフェニルメタクリレートは、共
重合体中に10〜90重量%含まれることが重要である
。10重量5未満では吸湿性の低減効果がなく、また9
0重量%を超えると機械的性質が低下する。さらに、他
の構成成分として、他の共重合可能な単量一体2例えば
メチルアクリレート、エチル(メタ)アクリレート、ブ
チル(メタ)アクリレート、2−エチルヘキシル(メタ
)アクリレート等の炭素数1〜8の直鎖あるいは分校の
アルキル基を有するアルキル(メタ)アクリレート、シ
クロヘキシル(メタ)アクリレート、スチレン、アクリ
ロニトリル等を20重量%まで、好ましくは1〜15重
量%導入することができる。
Moreover, when the content exceeds 9-Oi%, the effect of reducing hygroscopicity is small. Furthermore, it is important that the second component, phenyl methacrylate, is contained in the copolymer in an amount of 10 to 90% by weight. 10 If the weight is less than 5, there is no effect of reducing hygroscopicity, and if the weight is less than 9
If it exceeds 0% by weight, mechanical properties will deteriorate. Furthermore, as other constituents, other copolymerizable monomers such as methyl acrylate, ethyl (meth)acrylate, butyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, etc., may be used. Up to 20% by weight, preferably 1 to 15% by weight of alkyl (meth)acrylates, cyclohexyl (meth)acrylates, styrene, acrylonitrile, etc. having chain or branch alkyl groups can be introduced.

本発明のレンズに用いる上記成分から構成される樹脂は
、それらの単量体成分組成を共重合させることにより容
易に得ることができる。重合は従来公知の方法2例えば
懸濁重合、乳化重合、塊状重合、溶液重合等いずれの方
法も採用できる。
The resin composed of the above components used in the lens of the present invention can be easily obtained by copolymerizing the monomer component compositions thereof. For the polymerization, any of conventionally known methods such as suspension polymerization, emulsion polymerization, bulk polymerization, and solution polymerization can be employed.

懸濁重合法では2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罠分子量調節のための連鎖移動
剤を添加した単量体混合物を分散させた後に、50〜1
30℃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 monomer mixture to which a radical polymerization initiator and a chain transfer agent for controlling the trap molecular weight are added is dispersed in water in which a suspension dispersant is dissolved, and then 50 to 1
The polymerization may be carried out at a temperature range of 30° C. for several hours.

また注型に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I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1例えば45〜90℃で0.3〜1
5時間2次いで80〜1,50℃で10分〜5時間かけ
て行なわれる。
In addition, in the bulk polymerization method by casting, a radical polymerization I initiator is added to a monomer mixture blended in a predetermined ratio, and then poured into a reinforced glass or stainless steel cell fitted with a vinyl chloride frame. For example, 0.3-1 at 45-90℃
It is then carried out for 10 minutes to 5 hours at 80 DEG to 1,50 DEG C. for 5 hours.

上記各重合法において使用される重合開始剤としては2
例えばジアシルパーオキサイド、パーオキシエステル、
ジアルキルパーオキサイド。
The polymerization initiators used in each of the above polymerization methods are 2
For example, diacyl peroxide, peroxy ester,
Dialkyl peroxide.

ケトンパーオキサイド、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があげられる。
Examples include free radical initiators such as ketone peroxides and azobis-based compounds.

また酸化還元系の重合開始剤9例えばパーオキサイド類
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0.001〜1重量部である。
It is also possible to use a redox polymerization initiator 9, for example, a combination of peroxides and amines. These polymerization initiators can be used not only individually but also in combination of two or more, and the amount used is 0.001 to 1 part by weight per 100 parts by weight of the monomer mixture.

また、上記各重合法においては1重合度調節用の連鎖移
動剤として2例えばアルキルメルカプタン、チオグリコ
ール酸およびそのエステル。
In each of the above polymerization methods, 1) chain transfer agents for adjusting the degree of polymerization include 2, for example, alkyl mercaptans, thioglycolic acid, and esters thereof.

β−メルカプトプ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。
Aromatic mercaptans such as β-mercaptopropionic acid and its esters, thiophenol, and thiocresol are used.

さらに、必要に応じて樹脂中に、酸化防止剤。Additionally, antioxidants are added to the resin as necessary.

帯電防止剤、紫外線吸収剤、離型剤、その他の添加剤も
添加してもよい。
Antistatic agents, ultraviolet absorbers, mold release agents, and other additives may also be added.

本発明に係る合成樹脂レンズは、前記単量体混合物また
その部分重合物をレンズ型に注入して注型重合する方法
、あるいは前記の重合方法によって製造された共重合体
を射出成形もしくは圧縮成形する方法、あるいは共重合
体ブロックを切削研摩する方法等により容易に得ること
ができる。
The synthetic resin lens according to the present invention can be produced by injection molding or compression molding a copolymer produced by the above polymerization method, by injecting the monomer mixture or a partial polymer thereof into a lens mold and polymerizing by casting. It can be easily obtained by a method of cutting or polishing a copolymer block.

〔実施例〕〔Example〕

以下、実施例および比較例に基づき1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100Pおよびフェニルメタクリ
レート100Pの混合物に、  2.2’−アゾビス(
2,4−ジメチル)バレロニトリル0、IPを添加して
均一に溶解した。この混合物をガスケットを介してなる
レンズ型に注入し。
Example 1 2,2'-azobis(
2,4-dimethyl)valeronitrile 0, IP was added and uniformly dissolved. This mixture is injected into the lens mold through the gasket.

65℃で6時間2次いで120℃で3時間加熱し硬化さ
せた。冷却後盤から取り出した中心部厚さ3m、直径2
0m5+のレンズは、極めて透明性が良く2面精度は5
0℃、水中に12時間放置した後、光学測定法によるニ
ュートン環の変化数で全く変化が見られなかった。また
、このレンズの熱変形温度は、ASTM−D6j8法で
105℃〆を示した。
It was cured by heating at 65° C. for 6 hours and then at 120° C. for 3 hours. After cooling, the center part was removed from the disk, thickness 3m, diameter 2
The 0m5+ lens has extremely good transparency and two-sided accuracy of 5.
After being left in water at 0° C. for 12 hours, no change was observed in the number of changes in Newton's rings measured by optical measurement. Further, the thermal deformation temperature of this lens was 105° C. according to ASTM-D6j8 method.

一方、メチルメタクリレ−)100%を同様の方法で重
合したものはニュートン環の変化数は5本であった。
On the other hand, when 100% methyl methacrylate was polymerized in the same manner, the number of Newton rings changed was 5.

実施例2 単量体組成をメチルメタクリレート60Pおよびフェニ
ルメタクリレ−)140Fと変えた以外は、実施例1と
全く同様の方法をくり返してレンズを作成した。このレ
ンズは、ニュートン環の変化は全く観測されず、熱変形
温度も107℃と高かった。
Example 2 A lens was produced by repeating the same method as in Example 1, except that the monomer composition was changed to methyl methacrylate 60P and phenyl methacrylate 140F. In this lens, no change in Newton's ring was observed, and the thermal deformation temperature was as high as 107°C.

実施例3 攪拌機、還流冷却器を取り付けた201ガラス製フラス
コに、イオン交換水9000Fを入れ2次いで分散剤と
してメチルメタクリレートと2−スルホエチルメタクリ
レートのナトリウム塩の共重合体1.27’と硫酸ナト
リウム30.Pを添加して溶解させた。その後、メチル
メタクリレ−) 3900 P、  フェニルメタクリ
レート1800 /、  メチルアクリレート3007
とからなる単量体混合物に1重合開始剤としてアゾビス
イソブチロニトリル60F、連鎖移動剤としてU−オク
チルメルカプタン12t、および離型剤としてステアリ
ン酸モノグリセリド6、Otを加えて溶解させた重合原
料を、フラスコ中へ投入した。窒素置換を行った後、3
50rpmで攪拌しながら、80℃で2時間、さらに9
8℃で2時間重合させた。得られたビーズ状ポリマーを
水洗後、F別し、75℃で24時間乾燥した後、ベント
付305m押出機で押出してペレットとした。得られた
ペレットをシリンダ一温度240℃、金型温度60℃で
射出成形口、中心部厚さ2.5m、直径20罪のレンズ
を得た。
Example 3 Into a 201 glass flask equipped with a stirrer and a reflux condenser, ion-exchanged water of 9000F was added. Next, copolymer 1.27' of sodium salts of methyl methacrylate and 2-sulfoethyl methacrylate and sodium sulfate were added as a dispersant. 30. P was added and dissolved. Then, methyl methacrylate) 3900 P, phenyl methacrylate 1800 /, methyl acrylate 3007
A polymerization raw material prepared by adding and dissolving azobisisobutyronitrile 60F as a polymerization initiator, U-octyl mercaptan 12t as a chain transfer agent, and stearic acid monoglyceride 6, Ot as a mold release agent to a monomer mixture consisting of was put into the flask. After nitrogen substitution, 3
While stirring at 50 rpm, at 80°C for 2 hours, then 9
Polymerization was carried out at 8°C for 2 hours. The obtained bead-shaped polymer was washed with water, separated by F, dried at 75° C. for 24 hours, and extruded into pellets using a 305 m extruder equipped with a vent. The obtained pellets were injection molded at a cylinder temperature of 240° C. and a mold temperature of 60° C., and a lens having a center thickness of 2.5 m and a diameter of 20 mm was obtained.

このレンズを50℃の水中に12時間放置した後の二ニ
ートン環の変化数は0〜1本と少なかった。
After this lens was left in water at 50° C. for 12 hours, the number of changes in the number of two Newton rings was as small as 0 to 1.

一方2通常のメタクリル樹脂(アクリベットVH,登鎌
商標、三菱レイヨン(株)製)の射出成形品では、ニュ
ートン環の変化数は5本であった。
On the other hand, in the injection molded product of 2 ordinary methacrylic resin (Acrivet VH, Tokama trademark, manufactured by Mitsubishi Rayon Co., Ltd.), the number of Newton rings changed was five.

〔発明の効果〕〔Effect of the invention〕

以上のべたとおり9本発明の合成樹脂レンズは従来のメ
タクリル樹脂製レンズ罠比べて吸湿性が低く2寸法安定
性にすぐれるために、眼鏡用1zy、<、サングラスレ
ンズ、カメラ用レンズ。
As mentioned above, the synthetic resin lens of the present invention has lower hygroscopicity and superior two-dimensional stability than conventional methacrylic resin lenses, so it can be used for eyeglasses, sunglasses lenses, and camera lenses.

[1車ランプ用レンズのほかに、無機材料では加工に困
難を有する特殊な形状をしたフレネルレンズ、レンチキ
ュラレンズ、マイクロプリズムマットレンズ等の光学用
レンズ等として有用である。
[In addition to lenses for vehicle lamps, it is useful as optical lenses such as Fresnel lenses, lenticular lenses, and microprism matte lenses that have special shapes that are difficult to process using inorganic materials.

Claims (1)

【特許請求の範囲】[Claims] メチルメタクリレート10〜90重量%およびフェニル
メタクリレート10〜90重量%の共重合体からなる合
成樹脂レンズ。
A synthetic resin lens made of a copolymer of 10 to 90% by weight of methyl methacrylate and 10 to 90% by weight of phenyl methacrylate.
JP16468984A 1984-08-06 1984-08-06 GOSEIJUSHIRENZU Expired - Lifetime JPH0248083B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP16468984A JPH0248083B2 (en) 1984-08-06 1984-08-06 GOSEIJUSHIRENZU

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP16468984A JPH0248083B2 (en) 1984-08-06 1984-08-06 GOSEIJUSHIRENZU

Publications (2)

Publication Number Publication Date
JPS6142602A true JPS6142602A (en) 1986-03-01
JPH0248083B2 JPH0248083B2 (en) 1990-10-24

Family

ID=15797982

Family Applications (1)

Application Number Title Priority Date Filing Date
JP16468984A Expired - Lifetime JPH0248083B2 (en) 1984-08-06 1984-08-06 GOSEIJUSHIRENZU

Country Status (1)

Country Link
JP (1) JPH0248083B2 (en)

Also Published As

Publication number Publication date
JPH0248083B2 (en) 1990-10-24

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