JP3084662B2 - Anti-glare hard contact lens - Google Patents

Anti-glare hard contact lens

Info

Publication number
JP3084662B2
JP3084662B2 JP03160774A JP16077491A JP3084662B2 JP 3084662 B2 JP3084662 B2 JP 3084662B2 JP 03160774 A JP03160774 A JP 03160774A JP 16077491 A JP16077491 A JP 16077491A JP 3084662 B2 JP3084662 B2 JP 3084662B2
Authority
JP
Japan
Prior art keywords
weight
parts
contact lens
present
absorption
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 - Fee Related
Application number
JP03160774A
Other languages
Japanese (ja)
Other versions
JPH04360120A (en
Inventor
智士 本田
勲 嘉悦
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.)
Seed Co Ltd
Original Assignee
Seed 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 Seed Co Ltd filed Critical Seed Co Ltd
Priority to JP03160774A priority Critical patent/JP3084662B2/en
Publication of JPH04360120A publication Critical patent/JPH04360120A/en
Application granted granted Critical
Publication of JP3084662B2 publication Critical patent/JP3084662B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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Description

【発明の詳細な説明】DETAILED DESCRIPTION OF THE INVENTION

【0001】[0001]

【産業上の利用分野】本発明は、防眩効果の高いハード
コンタクトレンズに関するものである。
BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a hard contact lens having a high antiglare effect.

【0002】[0002]

【従来の技術】本来、眼鏡レンズの用途は、視力補正を
主眼とするものであるが、その他に、紫外線や強い光り
から眼を守るという効果も求められている。強い太陽光
線や自動車のライト光の眩しさを防止する眼鏡レンズと
しては、ガラス製レンズにその例をみることが出来る。
これは、珪酸塩又は、硼珪酸塩系のガラスにNd2 2
を加えることや、Er2 2 を使用することを特徴とし
た眼鏡用ガラスレンズが使用されている(特公昭48−
8723号公報、特開昭53−85813号公報)。
2. Description of the Related Art Originally, spectacle lenses are mainly used for correcting eyesight, but there is also a demand for an effect of protecting eyes from ultraviolet rays and strong light. Glass lenses are examples of spectacle lenses that prevent the glare of strong sunlight and automobile light.
This is because silicate or borosilicate glass is Nd 2 O 2
And a glass lens for eyeglasses characterized by using Er 2 O 2 (Japanese Patent Publication No. 48-78).
8723, JP-A-53-85813).

【0003】然しながら、コンタクトレンズでは眼の安
全上ガラスを用いることが出来ず、又、プラスチックで
は容易に且つ均一にNd2 2 やEr2 2 等を導入す
ることが出来ないのが現状である。従って、コンタクト
レンズにあっても該ガラス製レンズと同様な高い防眩特
性を有するものの出現が望まれていた。最も望ましい防
眩効果とは屋外の明るい状態に順応した正常な肉眼の比
視感度の最高を示す555nmと、屋内の暗い状態に順
応した正常な肉眼の比視感度の最高を示す507nmの
間に相応の吸収を持つことである。
[0003] However, at the present time, glass cannot be used for contact lenses in terms of eye safety, and Nd 2 O 2 and Er 2 O 2 cannot be easily and uniformly introduced with plastics. is there. Therefore, the appearance of a contact lens having the same high anti-glare property as the glass lens has been desired. The most desirable anti-glare effect is between 555 nm, which indicates the highest relative luminosity of the normal naked eye adapted to a bright outdoor state, and 507 nm, which indicates the highest relative luminosity of the normal naked eye adapted to a dark indoor state. To have a reasonable absorption.

【0004】[0004]

【発明が解決しようとする課題】解決しようとする問題
点は、コンタクトレンズにあっても該ガラス製レンズと
同様な防眩効果を有するもの、即ち、屋外の明るい状態
に順応した正常な肉眼の比視感度の最高を示す555n
mと、屋内の暗い状態に順応した正常な肉眼の比視感度
の最高を示す507nmの間に相応の吸収をもつプラス
チック製コンタクトレンズを得ることである。
The problem to be solved is that even a contact lens having the same anti-glare effect as a glass lens, that is, a normal naked eye adapted to a bright outdoor condition. 555n showing the highest relative luminous efficiency
The objective of the present invention is to obtain a plastic contact lens having a corresponding absorption between m and 507 nm, which shows the highest relative luminous efficiency of a normal naked eye adapted to a dark state indoors.

【0005】[0005]

【課題を解決するための手段】本発明は、このようなプ
ラスチック製コンタクトレンズを得べく検討を重ねた結
果えられたものである。即ち、後述する特定の樹脂モノ
マー中に油溶性染料のうち560nm程度までの可視域
に吸収を持つ染料を混合した後、キャスティング重合す
ることにより該可視域に吸収を有する共重合体を得これ
を研削、研磨することにより高い防眩効果を有するハー
ドコンタクトレンズを得ることを可能にした。
SUMMARY OF THE INVENTION The present invention has been made as a result of repeated studies to obtain such a plastic contact lens. That is, after mixing a dye having an absorption in the visible region up to about 560 nm among the oil-soluble dyes in a specific resin monomer described below, a copolymer having an absorption in the visible region is obtained by casting polymerization. By grinding and polishing, a hard contact lens having a high antiglare effect can be obtained.

【0006】以下、本発明を詳述する。本発明で用いら
れる染料は、本発明の目的が、屋外の明るい状態に順応
した正常な肉眼の比視感度の最高を示す555nmと、
屋内の暗い状態に順応した正常な肉眼の比視感度の最高
を示す507nmの間に相応の吸収を持つことにより防
眩効果を附与することにあるので、560nm付近まで
の可視域に目的に応じた吸収を有するものである必要が
ある。通常有機染料は、重合開始剤に耐性がないと言わ
れる。その意味から、染料が分解しない活性の低い重合
開始剤のもとでも十分研削、研磨出来るまでに硬化する
特定の樹脂モノマーが要求される。
Hereinafter, the present invention will be described in detail. The dye used in the present invention has an object of the present invention, in which 555 nm showing the highest relative luminosity of the normal naked eye adapted to outdoor bright conditions, and
It has an anti-glare effect by having a corresponding absorption between 507 nm, which shows the highest relative luminous efficiency of the normal naked eye adapted to the indoor dark state, so that it can be used in the visible range up to around 560 nm. It must have a corresponding absorption. Usually organic dyes are said to be not resistant to polymerization initiators. In this sense, a specific resin monomer that is cured until it can be sufficiently ground and polished even under a low-activity polymerization initiator that does not decompose the dye is required.

【0007】本発明で用いられる染料は、後述する特定
のモノマーに溶解するために油溶性系染料である必要が
ある。且つ、560nm付近までの可視域に吸収を有す
るものであれば特に限定なく用いることが出来る。
The dye used in the present invention needs to be an oil-soluble dye in order to dissolve in a specific monomer described below. In addition, any material having absorption in the visible region up to around 560 nm can be used without particular limitation.

【0008】本発明で用いられる特定のモノマーとは、
比較的活性の低いラジカル重合開始剤でも容易に重合化
し、容易にコンタクトレンズに研削、研磨出来るものが
必要である。この意味から、重合が三次元架橋するもの
が更に好ましい。更に、硬化樹脂はコンタクトレンズに
用いられるため光学的に均一に重合が進行するような組
成である必要がある。このようなことを配慮し、本発明
のモノマーは以下の組成のものが用いられる。
The specific monomer used in the present invention is
It is necessary that a radical polymerization initiator having relatively low activity can be easily polymerized and easily ground and polished into a contact lens. In this sense, those in which polymerization undergoes three-dimensional crosslinking are more preferred. Further, since the cured resin is used for a contact lens, it needs to have a composition such that polymerization progresses uniformly optically. In consideration of this, the monomer of the present invention has the following composition.

【0009】即ち、メチルメタクリレート50〜90重
量部、下記化学構造式(1)で示されるジアクリルエス
テル(又はジメタクリルエステル)5〜30重量部、α
メチルスチレン3〜20重量部が用いられる。メチルメ
タクリレートは、透明で光学特定が良く比較的活性の低
いラジカル重合開始剤でも良好に重合が進行するので、
本発明では主成分として用いられる。しかし、これが9
0重量部を越すと耐熱性が悪くなり、架橋硬化も乏しく
なるので、コンタクトレンズとして研削、研磨時の発熱
に耐えられないおそれがある。その意味から50〜90
重量部が用いられる。化学構造式(1)のモノマーは、
二官能性であるので、架橋効果が著しく樹脂を研削、研
磨するために欠くことが出来ない。しかし、これが30
重量部を越すと三次元架橋が進み過ぎ、かえって脆くな
り、研削が不可能になる。又、5重量部より少ないと、
研削、研磨性に欠ける。良好なコンタクトレンズとして
5〜30重量部が好ましい加工範囲として用いられる。
That is, 50 to 90 parts by weight of methyl methacrylate, 5 to 30 parts by weight of a diacrylic ester (or dimethacrylic ester) represented by the following chemical structural formula (1) ,
3-20 parts by weight of methylstyrene are used. Methyl methacrylate is transparent, optically specific, and the polymerization proceeds well even with a relatively low activity radical polymerization initiator,
In the present invention, it is used as a main component. But this is 9
If the amount exceeds 0 parts by weight, the heat resistance becomes poor and the crosslinking and curing become poor, so that the contact lens may not be able to withstand the heat generated during grinding and polishing. From that meaning 50-90
Parts by weight are used. The monomer of the chemical structural formula (1) is
Since it is bifunctional, the crosslinking effect is remarkable and it is indispensable for grinding and polishing the resin. But this is 30
If the amount exceeds the weight part, the three-dimensional cross-linking proceeds excessively, and the brittleness becomes rather brittle, and grinding becomes impossible. If less than 5 parts by weight,
Lack of grinding and polishing properties. As a good contact lens, 5 to 30 parts by weight is used as a preferable processing range.

【0010】[0010]

【化2】 Embedded image

【0011】化学構造式(1)のモノマー中、R1 がC
4 〜C8 のアルキル基又は下記化学構造式(2)でnが
1〜3の整数が用いられている理由は、R1 がC4 より
大きいと架橋効果が進み過ぎ易く、樹脂が脆くなり易い
為である。逆にR1 がC8 より大きいかnが3より大き
い場合、樹脂が柔軟になり加工性が低下する為である。
In the monomer of the chemical structural formula (1) , R 1 is C
The reason why n is an integer of 1 to 3 in the alkyl group of 4 to C 8 or the following chemical structural formula (2) is that if R 1 is larger than C 4 , the crosslinking effect tends to proceed too much and the resin becomes brittle. Because it is easy. Conversely, if R 1 is greater than C 8 or n is greater than 3, the resin becomes soft and the workability is reduced.

【0012】[0012]

【化3】 Embedded image

【0013】αメチルスチレンは、重合反応を均一に進
行させるために、本発明では、必須の成分である。得ら
れる樹脂が光学的な均一性を持つために(特に、樹脂中
の歪を取る為に)用いられるものである。しかし、やや
重合性に欠け20重量部を越して用いられると、未重合
になり易い。又、3重量部より少ないと、樹脂に歪を生
じ易く本発明では3〜20重量部が好ましい範囲として
用いられる。
Α-Methylstyrene is an essential component in the present invention so that the polymerization reaction proceeds uniformly. It is used for the obtained resin to have optical uniformity (particularly for removing distortion in the resin). However, if it is used in an amount exceeding 20 parts by weight, the polymer is apt to be unpolymerized. If the amount is less than 3 parts by weight, the resin is likely to be distorted, and in the present invention, 3 to 20 parts by weight is used as a preferable range.

【0014】本発明で用いられる化学構造式(1)のモ
ノマーの具体例を示すと、ブチレングリコールジアクリ
レート(ジメタクリレート)、n−ペンテングリコール
ジアクリレート(ジメタクリレート)、n−オクテング
リコールジアクリレート(ジメタクリレート)、ジエチ
レングリコールジアクリレート(ジメタクリレート)ト
リエチレングリコールジアクリレート(ジメタクリレー
ト)、等を挙げることができるが、本発明ではこれらの
みに限定されない。
Specific examples of the monomer of the chemical structural formula (1) used in the present invention include butylene glycol diacrylate (dimethacrylate), n-pentene glycol diacrylate (dimethacrylate), and n-octene glycol diacrylate ( Dimethacrylate), diethylene glycol diacrylate (dimethacrylate), triethylene glycol diacrylate (dimethacrylate), and the like, but the invention is not limited thereto.

【0015】次に、本発明では560nm付近までの可
視域に吸収を有する油溶性染料と今まで述べて来た該モ
ノマー組成とが混合重合される。本発明では、モノマー
100重量部当たり該染料0.001〜8.0重量部が
用いられる。0.001部より少ないと良好な防眩効果
が発揮出来ないし、8.0重量部を越して用いても、更
なる効果は期待出来ないばかりか重合を阻害するおそれ
もある。より好ましくは0.05〜3.0重量部の範囲
が用いられる。
Next, in the present invention, the oil-soluble dye having absorption in the visible region up to around 560 nm is mixed and polymerized with the monomer composition described above. In the present invention, 0.001 to 8.0 parts by weight of the dye is used per 100 parts by weight of the monomer. If the amount is less than 0.001 part, a good antiglare effect cannot be exhibited, and even if the amount exceeds 8.0 parts by weight, further effects cannot be expected and polymerization may be inhibited. More preferably, a range of 0.05 to 3.0 parts by weight is used.

【0016】本発明のモノマー組成は、溶解性に優れ、
該染料を均一に溶解させることが出来る。溶解混合され
た本発明の染料とモノマーはラジカル重合開始剤を添加
し、好ましい形状に塊状重合される。ラジカル重合開始
剤は特に限定はなく、通常のラジカル重合開始剤が用い
られ、その種類に応じて30℃〜130℃程度、2〜3
0時間程度の範囲で加温され、重合成形される。
The monomer composition of the present invention has excellent solubility,
The dye can be uniformly dissolved. The dye and monomer of the present invention mixed and dissolved are added to a radical polymerization initiator and bulk-polymerized into a preferable shape. The radical polymerization initiator is not particularly limited, and a normal radical polymerization initiator is used. Depending on the type, about 30 ° C. to 130 ° C.,
It is heated in a range of about 0 hours and polymerized and molded.

【0017】この様にして、得られた本発明なる架橋共
重合体は、研削、研磨特性に秀でており、容易にコンタ
クトレンズに加工することが出来る。本発明で得られた
ハードコンタクトレンズは暗順応及び明順応に於ける比
視感度の最高を示す500〜550nm付近に吸収を有
し、適切な防眩効果をもつ有用なものである。以下、本
発明を実施例で説明を加える。
The thus obtained crosslinked copolymer of the present invention has excellent grinding and polishing characteristics, and can be easily processed into a contact lens. The hard contact lens obtained by the present invention is useful because it has absorption near 500 to 550 nm, which shows the highest relative luminous efficiency in dark adaptation and light adaptation, and has an appropriate antiglare effect. Hereinafter, the present invention will be described with reference to examples.

【0018】[0018]

【実施例】実施例(1) 油溶性系染料(住友化学製スミプラストレッドFB)
0.25重量部をメチルメタクリレート75重量部、ト
リエチレングリコールジメタクリレート15重量部及び
αメチルスチレン10重量部の混合モノマー中に溶解さ
せ、均一に混合させた後、ラジカル重合開始剤として、
ラウロイルパーオキサイド1.2重量部を添加し、脱気
した後、ガラス製の反応容器中に注入した。これを、重
合炉に入れ、順次、段階的に50℃で5時間、55℃で
5時間、60℃で12時間、100℃で2時間重合硬化
させ赤色の架橋共重合体を得た。この重合体は容易に研
削、研磨可能であり、−3.00ジオプター、中心厚み
0.09mm、外径8.5mmのコンタクトレンズを作
成することが出来た。次に、このコンタクトレンズの可
視部における吸収特性を図1に示す。即ち、この本発明
のハードコンタクトレンズは、その吸収が明順応及び暗
順応における正常眼の比視感度の最高値を示す550〜
500nm付近まで吸収特性を有しており、適切な防眩
作用を有するレンズであることを示している。
EXAMPLES Example (1) Oil-soluble dye (Sumiplast Red FB manufactured by Sumitomo Chemical Co., Ltd.)
After dissolving 0.25 parts by weight in a mixed monomer of 75 parts by weight of methyl methacrylate, 15 parts by weight of triethylene glycol dimethacrylate and 10 parts by weight of α-methylstyrene, and uniformly mixed, as a radical polymerization initiator,
After adding 1.2 parts by weight of lauroyl peroxide and degassing, the mixture was poured into a glass reaction vessel. This was placed in a polymerization furnace and polymerized and cured sequentially at 50 ° C. for 5 hours, 55 ° C. for 5 hours, 60 ° C. for 12 hours, and 100 ° C. for 2 hours to obtain a red crosslinked copolymer. This polymer could be easily ground and polished, and a contact lens having -3.00 diopters, a center thickness of 0.09 mm and an outer diameter of 8.5 mm could be produced. Next, FIG. 1 shows the absorption characteristics of the contact lens in the visible region. That is, in the hard contact lens of the present invention, the absorption thereof shows the highest value of the relative luminous efficiency of a normal eye in light adaptation and dark adaptation.
It has absorption characteristics up to around 500 nm, indicating that the lens has an appropriate antiglare effect.

【0019】実施例(2) 油溶性系染料(住友化学製スミプラストレッドH3G)
0.15重量部をメチルメタクリレート74重量部、ブ
チレングリコールジメタクリレート20重量部及びαメ
チルスチレン6重量部の混合モノマー中に溶解させ均一
に混合させた後、ラジカル重合開始剤として、ラウロイ
ルパーオキサイド1.2重量部を添加し、脱気した後、
ガラス製の反応容器中に注入した。これを、重合炉に入
れ、順次、段階的に50℃で5時間、55℃で5時間、
60℃で12時間、100℃で2時間重合硬化させ架橋
共重合体を得た。この重合体は、容易に研削、研磨可能
であり、−4.00ジオプター、中心厚み0.1mmの
コンタクトレンズを容易に作成することが出来た。次
に、この眼鏡レンズの可視部における吸収特性を図2に
示す。即ち、この本発明のハードコンタクトレンズは、
その吸収が明順応及び暗順応における正常眼の比視感度
の最高値を示す550〜500nm付近まで吸収特性を
有しており、適切な防眩作用を有するレンズであること
を示している。
Example (2) Oil-soluble dye (Sumiplast Red H3G manufactured by Sumitomo Chemical Co., Ltd.)
0.15 parts by weight was dissolved in a mixed monomer of 74 parts by weight of methyl methacrylate, 20 parts by weight of butylene glycol dimethacrylate and 6 parts by weight of α-methylstyrene and uniformly mixed. Then, lauroyl peroxide 1 was used as a radical polymerization initiator. After adding 2 parts by weight and degassing,
It was poured into a glass reaction vessel. This was put into a polymerization furnace, and it was successively stepwise at 50 ° C. for 5 hours, at 55 ° C. for 5 hours,
Polymerization and curing were performed at 60 ° C. for 12 hours and at 100 ° C. for 2 hours to obtain a crosslinked copolymer. This polymer can be easily ground and polished, and a contact lens having a center thickness of -4.00 diopters and a center thickness of 0.1 mm could be easily formed. Next, FIG. 2 shows the absorption characteristics of the spectacle lens in the visible part. That is, the hard contact lens of the present invention
The absorption has absorption characteristics in the vicinity of 550 to 500 nm at which the relative luminous efficiency of a normal eye in light adaptation and dark adaptation is the highest, indicating that the lens has an appropriate antiglare effect.

【0020】[0020]

【発明の効果】以上説明したように、本発明では屋外の
明るい状態に順応した正常な肉眼の比視感度の最高を示
す555nmと、屋内の暗い状態に順応した正常な肉眼
の比視感度の最高を示す507nmの間に相応の吸収を
もつプラスチック製コンタクトレンズを得ることができ
る効果がある。
As described above, according to the present invention, 555 nm, which indicates the highest relative luminous efficiency of the normal naked eye adapted to a bright outdoor state, and 555 nm of the normal naked eye adapted to a dark indoor state, according to the present invention. There is an effect that a plastic contact lens having a corresponding absorption between 507 nm, which is the highest, can be obtained.

【図面の簡単な説明】[Brief description of the drawings]

【図1】本発明による第一の実施例の吸収特性を示す図
であり、横軸に波長(nm)、縦軸に透過率(%)を採
ってある。
FIG. 1 is a diagram showing absorption characteristics of a first embodiment according to the present invention, in which the horizontal axis represents wavelength (nm) and the vertical axis represents transmittance (%).

【図2】本発明による第二の実施例の吸収特性を示す図
であり、横軸に波長(nm)、縦軸に透過率(%)を採
ってある。
FIG. 2 is a diagram showing absorption characteristics of a second embodiment according to the present invention, in which the horizontal axis represents wavelength (nm) and the vertical axis represents transmittance (%).

Claims (1)

(57)【特許請求の範囲】(57) [Claims] 【請求項1】 メチルメタクリレート50〜90重量
部、下記化学構造式(1)で示される二官能性アクリル
エステル(又はメタクリルエステル)5〜30重量部、
αメチルスチレン3〜20重量部からなる特定された混
合モノマー中に油溶性染料で560nm付近の可視域に
吸収を有する染料0.001ないし8.0重量部を溶解
し、これをキャスティング重合後、切削、研磨すること
によって得られることを特徴とする防眩用ハードコンタ
クトレンズ 【化1】
1. 50 to 90 parts by weight of methyl methacrylate, 5 to 30 parts by weight of a bifunctional acrylic ester (or methacrylic ester) represented by the following chemical structural formula (1) ,
In a specified mixed monomer composed of 3 to 20 parts by weight of α-methylstyrene, 0.001 to 8.0 parts by weight of an oil-soluble dye having absorption in a visible region around 560 nm is dissolved, and after casting polymerization, Hard contact lens for anti-glare, obtained by cutting and polishing
JP03160774A 1991-06-06 1991-06-06 Anti-glare hard contact lens Expired - Fee Related JP3084662B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP03160774A JP3084662B2 (en) 1991-06-06 1991-06-06 Anti-glare hard contact lens

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP03160774A JP3084662B2 (en) 1991-06-06 1991-06-06 Anti-glare hard contact lens

Publications (2)

Publication Number Publication Date
JPH04360120A JPH04360120A (en) 1992-12-14
JP3084662B2 true JP3084662B2 (en) 2000-09-04

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
JP03160774A Expired - Fee Related JP3084662B2 (en) 1991-06-06 1991-06-06 Anti-glare hard contact lens

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20040030708A (en) * 2001-10-09 2004-04-09 가부시키가이샤 구라레 Oxygen-permeable hard contact lens

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JPH04360120A (en) 1992-12-14

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