JPH11295502A - Plastic lens - Google Patents
Plastic lensInfo
- Publication number
- JPH11295502A JPH11295502A JP10332921A JP33292198A JPH11295502A JP H11295502 A JPH11295502 A JP H11295502A JP 10332921 A JP10332921 A JP 10332921A JP 33292198 A JP33292198 A JP 33292198A JP H11295502 A JPH11295502 A JP H11295502A
- Authority
- JP
- Japan
- Prior art keywords
- plastic lens
- lens
- resin material
- lens according
- plastic
- 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
Landscapes
- Lens Barrels (AREA)
- Lenses (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
【０００１】[0001]
【発明が属する技術分野】本発明はプラスチックレン
ズ、特に紫外線吸収能を有するウレタン樹脂からなるプ
ラスチックレンズに関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a plastic lens, and more particularly to a plastic lens made of urethane resin having an ultraviolet absorbing ability.
【０００２】[0002]
【従来の技術】プラスチックレンズは、ガラスレンズに
比べ軽量で割れにくく、染色が可能であり、精密成形が
容易である等の点から、近年眼鏡レンズ、カメラレン
ズ、フレネルレンズ、レンチキュラーレンズ、プリズム
等の光学用レンズ製品に急速に普及してきている。なか
でも、ウレタン樹脂は光学歪みが小さく、透明性や耐衝
撃性に優れるため安全性が高く、眼鏡用レンズ等として
用いられてきた。2. Description of the Related Art In recent years, plastic lenses are lighter and harder to break than glass lenses, can be dyed, and can be easily formed with precision. For example, eyeglass lenses, camera lenses, Fresnel lenses, lenticular lenses, prisms, etc. It is rapidly spreading to optical lens products. Above all, urethane resins have low optical distortion, are excellent in transparency and impact resistance, have high safety, and have been used as eyeglass lenses and the like.
【０００３】さらに、このようなプラスチックレンズに
紫外線吸収能を付与し、紫外線による障害から目等を保
護するものが提案されている。しかしながら、紫外線吸
収能を付与するために、レンズ用樹脂材料自体に紫外線
吸収能を有するものを使用したり、プラスチックレンズ
の表面を紫外線吸収層でコーティングすることが行われ
ていた。Further, there has been proposed a plastic lens having an ultraviolet absorbing ability to protect the eyes and the like from obstacles caused by ultraviolet rays. However, in order to impart an ultraviolet absorbing ability, a resin material for the lens itself having an ultraviolet absorbing ability has been used, or the surface of a plastic lens has been coated with an ultraviolet absorbing layer.
【０００４】しかし、これらの方法ではレンズ用樹脂材
料や紫外線吸収剤自体の色（黄色）により、レンズが黄
色化したり、屈折率が変化したり、またかかる黄色化を
調整するために添加される補色剤により、レンズの機械
的強度が低下する等の問題があった。However, in these methods, the lens is yellowed, the refractive index is changed, or added to adjust the yellowing depending on the color (yellow) of the resin material for the lens or the ultraviolet absorber itself. There were problems such as a decrease in mechanical strength of the lens due to the complementary colorant.
【０００５】[0005]
【発明が解決しようとする課題】本発明の目的は、紫外
線吸収剤の影響によるレンズの黄色化、屈折率の変化等
がなく、さらにレンズの機械的強度を低下させないプラ
スチックレンズを提供することにある。SUMMARY OF THE INVENTION An object of the present invention is to provide a plastic lens which is free from the yellowing of the lens and the change in the refractive index due to the influence of an ultraviolet absorber and which does not lower the mechanical strength of the lens. is there.
【０００６】[0006]
【課題を解決するための手段】このような目的は、下記
（１）〜（１２）の本発明により達成される。This and other objects are achieved by the present invention which is defined below as (1) to (12).
【０００７】（１） 主としてウレタン樹脂材料を含む
樹脂材料と、クロロホルム溶液中における極大吸収波長
が３４５nm以上である紫外線吸収剤とを含有するプラス
チックレンズ用組成物を用いて形成されることを特徴と
するプラスチックレンズ。(1) A plastic lens composition mainly comprising a resin material containing a urethane resin material and an ultraviolet absorber having a maximum absorption wavelength of 345 nm or more in a chloroform solution. Plastic lens.
【０００８】（２） 前記樹脂材料１００wt％に対する
前記紫外線吸収剤の添加量が０．０２〜２．０wt％であ
る上記（１）に記載のプラスチックレンズ。(2) The plastic lens according to the above (1), wherein the amount of the ultraviolet absorber added is 0.02 to 2.0% by weight based on 100% by weight of the resin material.
【０００９】（３） 前記紫外線吸収剤は、２−（３，
５−ジ−ｔ−ブチル−２−ヒドロキシフェニル）−５−
クロロベンゾトリアゾール、２−（３−ｔ−ブチル−５
−メチル−２−ヒドロキシフェニル）−５−クロロベン
ゾトリアゾール、２−（３，５−ジ−ｔ−アミル−２−
ヒドロキシフェニル）ベンゾトリアゾール、２−（３，
５−ジ−ｔ−ブチル−２−ヒドロキシフェニル）ベンゾ
トリアゾールからなる群から選択された少なくとも１種
である上記（１）または（２）に記載のプラスチックレ
ンズ。(3) The ultraviolet absorber is 2- (3,
5-di-t-butyl-2-hydroxyphenyl) -5
Chlorobenzotriazole, 2- (3-t-butyl-5)
-Methyl-2-hydroxyphenyl) -5-chlorobenzotriazole, 2- (3,5-di-t-amyl-2-
Hydroxyphenyl) benzotriazole, 2- (3,
The plastic lens according to the above (1) or (2), which is at least one selected from the group consisting of 5-di-t-butyl-2-hydroxyphenyl) benzotriazole.
【００１０】（４） 前記樹脂材料はメルカプト基含有
化合物を含むものである上記（１）ないし（３）のいず
れかに記載のプラスチックレンズ。(4) The plastic lens according to any one of the above (1) to (3), wherein the resin material contains a mercapto group-containing compound.
【００１１】（５） 前記メルカプト基含有化合物がペ
ンタエリスリトールテトラキス（３−メルカプトプロピ
オネート）、４−メルカプトメチル−３，６−ジチオ−
１，８−オクタンジチオールのうち少なくともいずれか
一方である上記（４）に記載のプラスチックレンズ。(5) The compound containing a mercapto group is pentaerythritol tetrakis (3-mercaptopropionate), 4-mercaptomethyl-3,6-dithio-
The plastic lens according to the above (4), which is at least one of 1,8-octanedithiol.
【００１２】（６） 前記樹脂材料はイソシアネート基
含有化合物を含む上記（１）ないし（５）のいずれかに
記載のプラスチックレンズ。(6) The plastic lens according to any one of (1) to (5), wherein the resin material contains an isocyanate group-containing compound.
【００１３】（７） 前記イソシアネート基含有化合物
がｍ−キシリレンジイソシアネート、２，５（２，６）
−ビシクロ［２，２，１］ヘプタンビス−（イソシアネ
ートメチル）ノルボルナンジイソシアネートメチルのう
ち少なくともいずれか一方である上記（６）に記載のプ
ラスチックレンズ。(7) The isocyanate group-containing compound is m-xylylene diisocyanate, 2,5 (2,6)
The plastic lens according to the above (6), which is at least one of -bicyclo [2,2,1] heptanebis- (isocyanatomethyl) norbornane diisocyanatemethyl.
【００１４】（８） 前記プラスチックレンズ用組成物
はブルーイング剤を０．０１〜１０ppm含有する上記
（１）ないし（７）のいずれかに記載のプラスチックレ
ンズ。(8) The plastic lens according to any one of the above (1) to (7), wherein the composition for a plastic lens contains 0.01 to 10 ppm of a bluing agent.
【００１５】（９） ２mm厚における４００nmの分光透
過率が１０％以下である上記（１）ないし（８）のいず
れかに記載のプラスチックレンズ。(9) The plastic lens as described in any one of (1) to (8) above, wherein the spectral transmittance at 400 nm at a thickness of 2 mm is 10% or less.
【００１６】（１０） ２mm厚における４００nmの分光
透過率が５％以下である上記（１）ないし（９）のいず
れかに記載のプラスチックレンズ。(10) The plastic lens according to any one of the above (1) to (9), which has a spectral transmittance at 400 nm at a thickness of 2 mm of 5% or less.
【００１７】（１１） ２mm厚における黄色度（ＹＩ
値）が１．５以下である上記（１）ないし（１０）のい
ずれかに記載のプラスチックレンズ。(11) Yellowness at 2 mm thickness (YI
The plastic lens according to any one of the above (1) to (10), which has a value of 1.5 or less.
【００１８】（１２） 前記プラスチックレンズは眼鏡
用レンズである上記（１）ないし（１１）のいずれかに
記載のプラスチックレンズ。(12) The plastic lens according to any one of (1) to (11), wherein the plastic lens is a spectacle lens.
【００１９】[0019]
【発明の実施の形態】以下、本発明のプラスチックレン
ズを詳細に説明する。本発明のプラスチックレンズは、
主としてウレタン樹脂材料を含む樹脂材料と、クロロホ
ルム溶液中における極大吸収波長が３４５nm以上である
紫外線吸収剤とを含有するプラスチックレンズ用組成物
を用いて形成されることを特徴とする。これにより、プ
ラスチックレンズに紫外線吸収能を付与しつつ紫外線吸
収剤自体の色等に起因するレンズの黄色化を抑制するこ
とができる。DESCRIPTION OF THE PREFERRED EMBODIMENTS Hereinafter, the plastic lens of the present invention will be described in detail. The plastic lens of the present invention
It is characterized by being formed using a plastic lens composition containing a resin material mainly containing a urethane resin material and an ultraviolet absorber having a maximum absorption wavelength of 345 nm or more in a chloroform solution. Thereby, it is possible to suppress the yellowing of the lens due to the color of the ultraviolet absorbent itself while giving the plastic lens an ultraviolet absorbing ability.
【００２０】本発明のプラスチックレンズは、主として
ウレタン樹脂材料を含む樹脂材料からなるものである。
このような材料を用いることにより、特に光学用レンズ
としての用途において、レンズ製品に要求される透明
性、耐衝撃性、耐熱性、耐薬品性が良好であり、かつ表
面硬度、機械的強度に優れ、高屈折率を備えた有用なプ
ラスチックレンズとすることができる。The plastic lens of the present invention is mainly made of a resin material containing a urethane resin material.
By using such a material, the transparency, impact resistance, heat resistance, and chemical resistance required for a lens product are excellent, particularly in an application as an optical lens, and the surface hardness and mechanical strength are improved. An excellent and useful plastic lens having a high refractive index can be obtained.
【００２１】樹脂材料としては、主としてウレタン樹脂
の原料となるイソシアネート基含有化合物とメルカプト
基含有化合物とを含むものが好ましい。これによりプラ
スチックレンズの屈折率をより向上させることができ
る。As the resin material, a material containing an isocyanate group-containing compound and a mercapto group-containing compound which are mainly used as a raw material of the urethane resin is preferable. Thereby, the refractive index of the plastic lens can be further improved.
【００２２】メルカプト基含有化合物としては、他の樹
脂材料やプラスチックレンズ用組成物との相溶性がよい
ものであれば特に限定されず、例えば脂肪族チオール化
合物、脂環族チオール化合物、芳香族チオール化合物、
複素環含有チオール化合物等が挙げられ、これらを単独
または２以上組合わせて使用してもよい。The compound containing a mercapto group is not particularly limited as long as it has good compatibility with other resin materials and compositions for plastic lenses, and examples thereof include aliphatic thiol compounds, alicyclic thiol compounds, and aromatic thiol compounds. Compound,
Heterocycle-containing thiol compounds and the like may be mentioned, and these may be used alone or in combination of two or more.
【００２３】本発明ではメルカプト基含有化合物とし
て、ペンタエリスリトールテトラキス（３−メルカプト
プロピオネート）、４−メルカプトメチル−３，６−ジ
チオ−１，８−オクタンジチオールのうち少なくともい
ずれか一方を含むことが特に好ましい。In the present invention, the compound containing at least one of pentaerythritol tetrakis (3-mercaptopropionate) and 4-mercaptomethyl-3,6-dithio-1,8-octanedithiol is contained as the mercapto group-containing compound. Is particularly preferred.
【００２４】また、本発明の樹脂材料は、イソシアネー
ト基含有化合物として、ｍ−キシリレンジイソシアネー
ト、２，５（２，６）−ビシクロ［２，２，１］ヘプタ
ンビス−（イソシアネートメチル）ノルボルナンジイソ
シアネートメチルのうち少なくともいずれか一方を含む
ことが好ましい。特に、これらの化合物を上記のメルカ
プト基含有化合物と組合せた場合、機械的強度に優れ、
また、紫外線吸収剤の添加により屈折率等の光学特性が
ほとんど変化することのないプラスチックレンズを得る
ことがきる。Further, the resin material of the present invention comprises m-xylylene diisocyanate, 2,5 (2,6) -bicyclo [2,2,1] heptanebis- (isocyanatomethyl) norbornane diisocyanatomethyl as an isocyanate group-containing compound. Preferably, at least one of them is included. In particular, when these compounds are combined with the above-mentioned mercapto group-containing compound, the mechanical strength is excellent,
Further, a plastic lens in which the optical properties such as the refractive index hardly change due to the addition of the ultraviolet absorber can be obtained.
【００２５】本発明において使用される紫外線吸収剤と
しては、２−（３，５−ジ−ｔ−ブチル−２−ヒドロキ
シフェニル）−５−クロロベンゾトリアゾール、２−
（３−ｔ−ブチル−５−メチル−２−ヒドロキシフェニ
ル）−５−クロロベンゾトリアゾール、２−（３，５−
ジ−ｔ−アミル−２−ヒドロキシフェニル）ベンゾトリ
アゾール、２−（３，５−ジ−ｔ−ブチル−２−ヒドロ
キシフェニル）ベンゾトリアゾールからなる群から選択
された少なくとも１種であることが好ましい。The ultraviolet absorber used in the present invention includes 2- (3,5-di-t-butyl-2-hydroxyphenyl) -5-chlorobenzotriazole, 2-chlorobenzotriazole,
(3-t-butyl-5-methyl-2-hydroxyphenyl) -5-chlorobenzotriazole, 2- (3,5-
It is preferably at least one selected from the group consisting of di-t-amyl-2-hydroxyphenyl) benzotriazole and 2- (3,5-di-t-butyl-2-hydroxyphenyl) benzotriazole.
【００２６】これらの各化合物は、特にウレタン樹脂材
料との相溶性が極めて良く、重合時またはレンズの使用
時に紫外線吸収剤がブリードアウトを生じて性能が劣化
したり、変質するおそれがない。さらに、プラスチック
レンズの紫外線吸収能を効果的に付与しつつ、レンズの
黄色化の抑制に優れた効果を発揮する。Each of these compounds has particularly good compatibility with the urethane resin material, and there is no possibility that the ultraviolet absorbent may bleed out during polymerization or use of the lens to deteriorate the performance or deteriorate. Further, the present invention exerts an excellent effect of suppressing yellowing of the lens while effectively imparting the ultraviolet absorbing ability of the plastic lens.
【００２７】さらに、これらの紫外線吸収剤を上述した
特定のメルカプト基含有化合物とイソシアネート基含有
化合物を含有する樹脂材料と組合せることにより、レン
ズの紫外線吸収能の向上効果と黄色化抑制効果がより顕
著に得られる。Further, by combining these ultraviolet absorbents with the above-mentioned resin material containing a specific mercapto group-containing compound and an isocyanate group-containing compound, the effect of improving the ultraviolet absorbing ability of the lens and the effect of suppressing yellowing can be improved. Remarkably obtained.
【００２８】本発明において紫外線吸収剤の添加量は、
樹脂材料１００重量部に対して０．０２〜２．０wt％で
あることが好ましく、０．４〜２．０wt％がさらに好ま
しい。紫外線吸収剤の添加量が０．０２wt％未満である
と十分な紫外線吸収効果が得られず、一方、２．０wt％
を超えるとレンズの黄色化や屈折率低下等の光学的特性
の変化を生じ、さらにレンズの機械的強度が低下するお
それがある。In the present invention, the added amount of the ultraviolet absorber is
The content is preferably 0.02 to 2.0 wt%, more preferably 0.4 to 2.0 wt%, based on 100 parts by weight of the resin material. If the amount of the ultraviolet absorber is less than 0.02% by weight, a sufficient ultraviolet light absorbing effect cannot be obtained.
If it exceeds, changes in optical characteristics such as yellowing of the lens and a decrease in the refractive index may occur, and the mechanical strength of the lens may be further reduced.
【００２９】なお、紫外線吸収剤の添加順序、配合方法
については特に限定されず、ウレタン樹脂材料の重合過
程のいずれかの段階において添加してもよく、あるいは
重合後に添加してもよい。The order of addition and the method of compounding the ultraviolet absorber are not particularly limited, and may be added at any stage of the polymerization process of the urethane resin material, or may be added after the polymerization.
【００３０】さらに、プラスチックレンズ用組成物に補
色剤としてブルーイング剤を添加することが好ましい。
これにより、例えば樹脂材料や紫外線吸収剤自体の色に
起因するレンズの僅かな黄色化をも解消することができ
る。Further, it is preferable to add a bluing agent as a complementary colorant to the plastic lens composition.
Thus, for example, slight yellowing of the lens due to the color of the resin material or the ultraviolet absorber itself can be eliminated.
【００３１】ブルーイング剤の添加量としては、０．０
１〜１０ppmが好ましく、０．１〜１ppmがより好まし
い。添加量が少なすぎると黄色化の解消が十分でない場
合があり、一方、添加量が多すぎるとブルーイング剤の
吸収が強くなり過ぎてレンズの透過率が悪くなるおそれ
がある。The amount of the bluing agent added is 0.0
1 to 10 ppm is preferable, and 0.1 to 1 ppm is more preferable. If the addition amount is too small, yellowing may not be sufficiently eliminated, while if the addition amount is too large, the absorption of the bluing agent may become too strong and the transmittance of the lens may deteriorate.
【００３２】ブルーイング剤としては、ウレタン樹脂材
料を含む樹脂材料に適用可能なものであれば特に限定さ
れず、例えばアントラキノン系化合物、フタロシアニン
系化合物、モノアゾ系化合物、ジアゾ系化合物、トリア
リルメタン系化合物等が挙げられる。The bluing agent is not particularly limited as long as it can be applied to a resin material including a urethane resin material. For example, an anthraquinone compound, a phthalocyanine compound, a monoazo compound, a diazo compound, a triallylmethane compound And the like.
【００３３】以上のようなプラスチックレンズ用組成物
を用いて、例えばキャスト重合、射出成形、押出成形等
の一般的な成形方法により所定の形状に成形し、本発明
のプラスチックレンズを製造することができる。It is possible to produce the plastic lens of the present invention by molding the above-mentioned composition for a plastic lens into a predetermined shape by a general molding method such as cast polymerization, injection molding and extrusion molding. it can.
【００３４】本発明のプラスチックレンズは、２mm厚に
おける４００nmの分光透過率が１０％以下であることが
好ましく、５％以下がさらに好ましい。これにより、紫
外線、特に生体組織に有害なＵＶ−ＡおよびＵＶ−Ｂを
効果的に吸収し、安全性に優れたプラスチックレンズと
することができる。The plastic lens of the present invention preferably has a spectral transmittance at 400 nm in a thickness of 2 mm of 10% or less, more preferably 5% or less. Thereby, ultraviolet rays, particularly UV-A and UV-B, which are harmful to living tissue, can be effectively absorbed, and a plastic lens excellent in safety can be obtained.
【００３５】また、本発明のプラスチックレンズは、２
mm厚における黄色度（ＹＩ値）が１．５以下であること
が好ましい。黄色度（ＹＩ値）が１．５を超える場合、
レンズが黄色味を帯びる場合がある。Further, the plastic lens of the present invention
The yellowness (YI value) at a thickness of mm is preferably 1.5 or less. When the yellowness (YI value) exceeds 1.5,
The lens may take on a yellow tint.
【００３６】このようなプラスチックレンズは光学用レ
ンズであることが好ましく、光学用レンズとしては、例
えば眼鏡用レンズ、コンタクトレンズ、フレネルレン
ズ、ロッドレンズ、レンチキュラーレンズ、ｆθレンズ
等が挙げられるが、特に眼鏡用レンズが好ましい。眼鏡
用レンズとして用いる場合、有害な紫外線から水晶体や
網膜が保護されるため、非常に安全性に優れ有用であ
る。Such a plastic lens is preferably an optical lens. Examples of the optical lens include an eyeglass lens, a contact lens, a Fresnel lens, a rod lens, a lenticular lens, and an fθ lens. Eyeglass lenses are preferred. When used as a spectacle lens, the lens and retina are protected from harmful ultraviolet rays, and thus are extremely safe and useful.
【００３７】以上、本発明のプラスチックレンズについ
て説明したが、本発明はこれらに限定されるものではな
く、例えば、プラスチック用組成物に必要に応じて、紫
外線吸収剤の他、酸化防止剤、顔料、沈降防止剤、消泡
剤、帯電防止剤、防曇剤等の各種の添加剤を添加して製
造されたプラスチックレンズであってもよい。Although the plastic lens of the present invention has been described above, the present invention is not limited to these. For example, an antioxidant, a pigment, as well as an ultraviolet absorber, if necessary, may be added to a plastic composition. Plastic lenses manufactured by adding various additives such as an antisettling agent, an antifoaming agent, an antistatic agent and an antifogging agent may be used.
【００３８】また、本発明のプラスチックレンズは、用
途等に応じて反射防止、耐摩耗性向上、耐薬品性向上、
表面研磨、帯電防止処理、ハードコート処理等の化学的
処理あるいは物理的処理を施したものであってもよい。Further, the plastic lens of the present invention may have anti-reflection, improved abrasion resistance, improved chemical resistance,
Chemical treatment or physical treatment such as surface polishing, antistatic treatment, and hard coat treatment may be performed.
【００３９】[0039]
【実施例】次に、本発明の具体的実施例について説明す
る。 １．プラスチックレンズの作製 （実施例１）下記の樹脂材料、紫外線吸収剤、添加剤
（補色剤：ブルーイング剤）を含むプラスチックレンズ
用組成物から、２mm厚の度無しのウレタン樹脂製プラス
チックレンズを作製した。 ＜樹脂材料＞ ｍ−キシリレンジイソシアネート ：４３．５wt％ ペンタエリスリトールテトラキス（３−メルカプトプロピオネート） ：５６．５wt％ ＜紫外線吸収剤＞ 紫外線吸収剤 ： ０．４wt％ ２−（３，５−ジ−ｔ−ブチル−２−ヒドロキシフェニル）ベンゾトリアゾール （λmax ：３４５nm） ＜添加剤＞ ブルーイング剤：三菱化学（株）「ダイアレジン ブルーＪ」：０．６ppm 上記樹脂材料１００wt％と、触媒としてジブチルチンジ
クロライド０．０２wt％とを混合し、モノマー混合液を
調製した。さらに、このモノマー混合液に上記紫外線吸
収剤とブルーイング剤とを添加し、均一になるように混
合した。Next, specific examples of the present invention will be described. 1. Preparation of Plastic Lens (Example 1) A urethane resin plastic lens having a thickness of 2 mm is prepared from a plastic lens composition containing the following resin material, ultraviolet absorber, and additives (complementary colorant: bluing agent). did. <Resin material> m-xylylene diisocyanate: 43.5 wt% pentaerythritol tetrakis (3-mercaptopropionate): 56.5 wt% <UV absorber> UV absorber: 0.4 wt% 2- (3,5- Di-t-butyl-2-hydroxyphenyl) benzotriazole (λmax: 345 nm) <Additives> Blueing agent: “Diaresin Blue J”, Mitsubishi Chemical Corporation: 0.6 ppm 100 wt% of the above resin material and dibutyl as a catalyst 0.02% by weight of tin dichloride was mixed to prepare a monomer mixture. Further, the above-mentioned ultraviolet absorber and bluing agent were added to the monomer mixture and mixed so as to be uniform.
【００４０】次いで、この混合溶液を脱気した後、型に
注入し熱重合を行ってレンズの成形品を得た。各構成材
料および組成を表１に示す。Next, after degassing the mixed solution, it was poured into a mold and subjected to thermal polymerization to obtain a molded lens. Table 1 shows each constituent material and composition.
【００４１】[0041]
【表１】 [Table 1]
【００４２】（実施例２）樹脂材料を変えた以外は実施
例１と同様にしてプラスチックレンズを作製した。各構
成材料および組成を表１に示す。(Example 2) A plastic lens was produced in the same manner as in Example 1 except that the resin material was changed. Table 1 shows each constituent material and composition.
【００４３】（実施例３）紫外線吸収剤を変えた以外は
実施例１と同様にしてプラスチックレンズを作製した。
各構成材料および組成を表１に示す。(Example 3) A plastic lens was produced in the same manner as in Example 1 except that the ultraviolet absorber was changed.
Table 1 shows each constituent material and composition.
【００４４】（実施例４）樹脂材料および紫外線吸収剤
の添加量を変えた以外は実施例３と同様にしてプラスチ
ックレンズを作製した。各構成材料および組成を表１に
示す。Example 4 A plastic lens was produced in the same manner as in Example 3 except that the amounts of the resin material and the ultraviolet absorber were changed. Table 1 shows each constituent material and composition.
【００４５】（実施例５）紫外線吸収剤の組成および添
加量を変えた以外は実施例１と同様にしてプラスチック
レンズを作製した。各構成材料および組成を表１に示
す。Example 5 A plastic lens was manufactured in the same manner as in Example 1 except that the composition and the amount of the ultraviolet absorber were changed. Table 1 shows each constituent material and composition.
【００４６】（実施例６）樹脂材料、紫外線吸収剤の添
加量、ブルーイング剤の添加量、および触媒（ジブチル
チンジクロライド）の添加量を０．０２wt％から０．０
５wt％とした以外は実施例３と同様にしてプラスチック
レンズを作製した。各構成材料および組成を表１に示
す。Example 6 The amount of the resin material, the amount of the ultraviolet absorber, the amount of the bluing agent, and the amount of the catalyst (dibutyltin dichloride) were changed from 0.02% by weight to 0.02%.
A plastic lens was produced in the same manner as in Example 3 except that the content was 5 wt%. Table 1 shows each constituent material and composition.
【００４７】（比較例）下記のプラスチックレンズ用組
成物から、２mm厚の度無しのポリカーボネート樹脂製プ
ラスチックレンズを作製した。 ＜樹脂材料＞ ポリカーボネート樹脂粉末： ：１００wt％ ＜紫外線吸収剤＞ 紫外線吸収剤 ：０．０２wt％ ２−（３−ｔ−ブチル−５−メチル−２−ヒドロキシフェニル）−５−クロロベ ンゾトリアゾール（λmax ：３５３nm） ＜添加剤＞ ブルーイング剤：三菱化学（株）「ダイアレジン ブルーＪ」：０．６ppm 上記ポリカーボネート樹脂粉末と、紫外線吸収剤と、ブ
ルーイング剤とを混合し、射出成形によりレンズの成形
品を得た。各構成材料および各組成を表１に示す。Comparative Example A plastic lens made of a polycarbonate resin having a thickness of 2 mm and having a thickness of 2 mm was prepared from the following composition for a plastic lens. <Resin material> Polycarbonate resin powder: 100 wt% <UV absorber> UV absorber: 0.02 wt% 2- (3-t-butyl-5-methyl-2-hydroxyphenyl) -5-chlorobenzotriazole ( λmax: 353 nm) <Additives> Blueing agent: Mitsubishi Chemical Co., Ltd. “Diaresin Blue J”: 0.6 ppm The above polycarbonate resin powder, an ultraviolet absorber, and a blueing agent are mixed, and the lens is formed by injection molding. A molded product was obtained. Table 1 shows each constituent material and each composition.
【００４８】２．プラスチックレンズの性能評価 上記実施例１〜６および比較例で作製した各プラスチッ
クレンズについて下記の性能評価を行った。 黄色度（ＹＩ値） ＪＩＳ Ｋ７２００に準拠して測定を行った。その測定
値を以下のように３段階で評価した。 ＹＩ値が１．５以下 ・・・○ ＹＩ値が１．５〜２．０・・・△ ＹＩ値が２．０以上 ・・・× 紫外線吸収能 分光光度計Ｕ−３２００（（株）日立製作所製）を用い
て、４００nmにおける分光透過率を測定した。 屈折率 アツベ屈折計を用いて５８９．３nmのＤ線の屈折率を２
０℃において測定した。さらに、紫外線吸収剤を添加し
たプラスチックレンズの屈折率と、紫外線吸収剤を含有
しない以外、同じ条件で作製した各プラスチックレンズ
（２mm厚度無しレンズ）の屈折率とを比較し、両者の間
に変化がないものを○、変化がみられたものを×とし
た。 機械的強度 実施例１〜６よび比較例で作製したプラスチックレンズ
の機械的強度と、実施例１〜６および比較例で用いた樹
脂材料のみからなり、紫外線吸収剤を含まないプラスチ
ックレンズ（２mm厚度無しレンズ）との機械的強度を比
較し、紫外線吸収剤を含むプラスチックレンズが樹脂材
料のみからなるプラスチックレンズに比べて機械的強度
が小さい場合を×、機械的強度に変化がみられない場合
を○とした。なお、機械的強度の比較は、シャルピー衝
撃試験（ＪＩＳ Ｋ７１１１）により行った。これらの
結果を表２に示す。2. Performance Evaluation of Plastic Lens The following performance evaluation was performed on each of the plastic lenses produced in Examples 1 to 6 and Comparative Example. Yellowness (YI value) Measurement was performed in accordance with JIS K7200. The measured value was evaluated in three steps as follows. YI value is 1.5 or less ○○ YI value is 1.5 to 2.0 ・ ・ ・ △ YI value is 2.0 or more ×× UV absorption spectrophotometer U-3200 (Hitachi, Ltd.) (Manufactured by Seisakusho) was used to measure the spectral transmittance at 400 nm. Refractive index Using a Atsube refractometer, the refractive index of 589.3 nm D-line
It was measured at 0 ° C. Furthermore, the refractive index of the plastic lens to which the ultraviolet absorbent was added was compared with the refractive index of each plastic lens (a lens without a thickness of 2 mm) manufactured under the same conditions except that the plastic lens did not contain the ultraviolet absorbent. The sample having no change was marked with "O" and the sample with change was marked with "X". Mechanical strength The mechanical strength of the plastic lens produced in each of Examples 1 to 6 and Comparative Example, and the plastic lens made of only the resin material used in Examples 1 to 6 and Comparative Example and containing no ultraviolet absorbent (2 mm thick) The lens with no mechanical strength compared with the plastic lens made of resin material only, and the case with no change in mechanical strength. ○ The mechanical strength was compared by a Charpy impact test (JIS K7111). Table 2 shows the results.
【００４９】[0049]
【表２】 [Table 2]
【００５０】以上の結果から、実施例１〜６のプラスチ
ックレンズは優れた紫外線吸収能を発揮しながら、レン
ズの黄色化や機械的強度の低下を招くことがなく、さら
に高屈折率を維持するものであった。From the above results, the plastic lenses of Examples 1 to 6 exhibit excellent ultraviolet absorbing ability, do not cause yellowing of the lens or decrease in mechanical strength, and maintain a high refractive index. Was something.
【００５１】一方、比較例のプラスチックレンズは紫外
線吸収能に著しく劣るものであり、さらに紫外線吸収剤
の添加によりレンズの機械的強度が低下した。On the other hand, the plastic lens of the comparative example had a remarkably inferior ultraviolet absorbing ability, and the mechanical strength of the lens was lowered by the addition of the ultraviolet absorbing agent.
【００５２】[0052]
【発明の効果】以上述べたように、本発明のプラスチッ
クレンズは、優れた紫外線吸収能を発揮しつつ紫外線吸
収剤によるレンズの黄色化がなく、さらに機械的強度や
高屈折率を維持しているため、安全で高精度な眼鏡用レ
ンズ等の光学用レンズとして幅広い用途に用いることが
できる。As described above, the plastic lens of the present invention exhibits excellent ultraviolet absorbing ability, does not cause yellowing of the lens by the ultraviolet absorbent, and maintains mechanical strength and high refractive index. Therefore, it can be used for a wide range of applications as a safe and high-precision optical lens such as a spectacle lens.
───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.6 識別記号 ＦＩ Ｇ０２Ｂ 13/14 Ｇ０２Ｂ 13/14 Ｇ０２Ｃ 7/02 Ｇ０２Ｃ 7/02 ──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. 6 Identification code FI G02B 13/14 G02B 13/14 G02C 7/02 G02C 7/02
Claims (12)
料と、 クロロホルム溶液中における極大吸収波長が３４５nm以
上である紫外線吸収剤とを含有するプラスチックレンズ
用組成物を用いて形成されることを特徴とするプラスチ
ックレンズ。1. A plastic lens composition mainly comprising a resin material containing a urethane resin material and an ultraviolet absorber having a maximum absorption wavelength of 345 nm or more in a chloroform solution. Plastic lens.
外線吸収剤の添加量が０．０２〜２．０wt％である請求
項１に記載のプラスチックレンズ。2. The plastic lens according to claim 1, wherein the amount of the ultraviolet absorber added is 0.02 to 2.0 wt% based on 100 wt% of the resin material.
−ｔ−ブチル−２−ヒドロキシフェニル）−５−クロロ
ベンゾトリアゾール、２−（３−ｔ−ブチル−５−メチ
ル−２−ヒドロキシフェニル）−５−クロロベンゾトリ
アゾール、２−（３，５−ジ−ｔ−アミル−２−ヒドロ
キシフェニル）ベンゾトリアゾール、２−（３，５−ジ
−ｔ−ブチル−２−ヒドロキシフェニル）ベンゾトリア
ゾールからなる群から選択された少なくとも１種である
請求項１または２に記載のプラスチックレンズ。3. The ultraviolet absorber comprises 2- (3,5-di-t-butyl-2-hydroxyphenyl) -5-chlorobenzotriazole, 2- (3-t-butyl-5-methyl-2). -Hydroxyphenyl) -5-chlorobenzotriazole, 2- (3,5-di-t-amyl-2-hydroxyphenyl) benzotriazole, 2- (3,5-di-t-butyl-2-hydroxyphenyl) The plastic lens according to claim 1, wherein the plastic lens is at least one selected from the group consisting of benzotriazole.
を含むものである請求項１ないし３のいずれかに記載の
プラスチックレンズ。4. The plastic lens according to claim 1, wherein said resin material contains a mercapto group-containing compound.
リスリトールテトラキス（３−メルカプトプロピオネー
ト）、４−メルカプトメチル−３，６−ジチオ−１，８
−オクタンジチオールのうち少なくともいずれか一方で
ある請求項４に記載のプラスチックレンズ。5. The method according to claim 1, wherein the mercapto group-containing compound is pentaerythritol tetrakis (3-mercaptopropionate) or 4-mercaptomethyl-3,6-dithio-1,8.
The plastic lens according to claim 4, wherein the plastic lens is at least one of octanedithiol.
合物を含む請求項１ないし５のいずれかに記載のプラス
チックレンズ。6. The plastic lens according to claim 1, wherein the resin material contains an isocyanate group-containing compound.
キシリレンジイソシアネート、２，５（２，６）−ビシ
クロ［２，２，１］ヘプタンビス−（イソシアネートメ
チル）ノルボルナンジイソシアネートメチルのうち少な
くともいずれか一方である請求項６に記載のプラスチッ
クレンズ。7. The method according to claim 1, wherein the isocyanate group-containing compound is m-
The plastic lens according to claim 6, which is at least one of xylylene diisocyanate and 2,5 (2,6) -bicyclo [2,2,1] heptanebis- (isocyanatomethyl) norbornane diisocyanatemethyl.
ーイング剤を０．０１〜１０ppm含有する請求項１ない
し７のいずれかに記載のプラスチックレンズ。8. The plastic lens according to claim 1, wherein the composition for a plastic lens contains 0.01 to 10 ppm of a bluing agent.
１０％以下である請求項１ないし８のいずれかに記載の
プラスチックレンズ。9. The plastic lens according to claim 1, which has a spectral transmittance at 400 nm of 10% or less at a thickness of 2 mm.
が５％以下である請求項１ないし９のいずれかに記載の
プラスチックレンズ。10. The plastic lens according to claim 1, wherein a spectral transmittance at 400 nm in a thickness of 2 mm is 5% or less.
１．５以下である請求項１ないし１０のいずれかに記載
のプラスチックレンズ。11. The plastic lens according to claim 1, wherein a yellowness (YI value) at a thickness of 2 mm is 1.5 or less.
ズである請求項１ないし１１のいずれかに記載のプラス
チックレンズ。12. The plastic lens according to claim 1, wherein the plastic lens is a spectacle lens.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP33292198A JP3538332B2 (en) | 1998-02-10 | 1998-11-24 | Plastic lens |
| US09/247,600 US6187844B1 (en) | 1998-02-10 | 1999-02-10 | Plastic lens |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4438298 | 1998-02-10 | ||
| JP10-44382 | 1998-02-10 | ||
| JP33292198A JP3538332B2 (en) | 1998-02-10 | 1998-11-24 | Plastic lens |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH11295502A true JPH11295502A (en) | 1999-10-29 |
| JP3538332B2 JP3538332B2 (en) | 2004-06-14 |
Family
ID=26384259
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP33292198A Expired - Lifetime JP3538332B2 (en) | 1998-02-10 | 1998-11-24 | Plastic lens |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3538332B2 (en) |
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| US7009025B2 (en) | 1999-09-20 | 2006-03-07 | Hoya Corporation | Optical materials having good ultraviolet absorbability and method for producing them |
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