JP3163473B2 - PVA contact lens - Google Patents
PVA contact lensInfo
- Publication number
- JP3163473B2 JP3163473B2 JP20851195A JP20851195A JP3163473B2 JP 3163473 B2 JP3163473 B2 JP 3163473B2 JP 20851195 A JP20851195 A JP 20851195A JP 20851195 A JP20851195 A JP 20851195A JP 3163473 B2 JP3163473 B2 JP 3163473B2
- Authority
- JP
- Japan
- Prior art keywords
- contact lens
- polyvinyl alcohol
- weight
- copolymer
- lens
- 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
Links
Landscapes
- Eyeglasses (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Description
【０００１】[0001]
【発明の属する技術分野】本発明は、ＰＶＡコンタクト
レンズに関する。更に詳しく述べるなら、含水率２０〜
８０％の架橋ポリビニルアルコ−ルコンタクトレンズに
関する。The present invention relates to a PVA contact lens. More specifically, the water content is 20 to
It relates to 80% crosslinked polyvinyl alcohol contact lenses.
【０００２】[0002]
【従来の技術】一般にポリビニルアルコ−ルは、ポリ酢
酸ビニルの加水分解によって得ることが出来るが、ポリ
ビニルアルコ−ルを架橋するのは簡単なことではない。
従来、ポリビニルアルコ−ルを架橋する方法は、ポリ酢
酸ビニルの加水分解によって得られたポリビニルアルコ
−ルをアルデヒド等により後から架橋することが行われ
てきた。しかし、この方法では、架橋の程度を精密にコ
ントロ−ルすることは、容易でない。又、ポリビニルア
ルコ−ル自体をレンズ状に成形することも難しく、従っ
て架橋ポリビニルアルコ−ル製のコンタクトレンズは未
だ実用化されていない。この意味から含水率の高い架橋
ポリビニルアルコ−ルコンタクトレンズの容易な製造方
法の開発の出現が強く望まれている。2. Description of the Related Art In general, polyvinyl alcohol can be obtained by hydrolysis of polyvinyl acetate, but it is not easy to crosslink polyvinyl alcohol.
Conventionally, the method of crosslinking polyvinyl alcohol has been to crosslink polyvinyl alcohol obtained by hydrolysis of polyvinyl acetate with an aldehyde or the like. However, in this method, it is not easy to control the degree of crosslinking precisely. Further, it is also difficult to form the polyvinyl alcohol itself into a lens shape, and thus a contact lens made of cross-linked polyvinyl alcohol has not yet been put to practical use. In this sense, there is a strong demand for the development of a method for easily producing a crosslinked polyvinyl alcohol contact lens having a high water content.
【０００３】[0003]
【発明が解決しようとする課題】本発明は、以上の要請
に応え、新規な含水率の高い架橋ポリビニルアルコ−ル
製コンタクトレンズを提供することを目的とする。具体
的には、含水率２０〜８０％の架橋ポリビニルアルコ−
ルコンタクトレンズを提供することを目的とする。SUMMARY OF THE INVENTION It is an object of the present invention to provide a novel contact lens made of crosslinked polyvinyl alcohol having a high water content in response to the above demands. Specifically, a crosslinked polyvinyl alcohol having a water content of 20 to 80%
It is intended to provide a contact lens.
【０００４】[0004]
【課題を解決するための手段】本発明の架橋ポリビニル
アルコ−ルコンタクトレンズは、酢酸ビニルとトリアリ
ルイソシアヌレ−トからなる共重合体をレンズ状に研
削、研磨し、更に加水分解することによって得られる有
用な架橋ポリビニルアルコ−ル製ソフトコンタクトレン
ズである。The crosslinked polyvinyl alcohol contact lens of the present invention is obtained by grinding, polishing and further hydrolyzing a copolymer comprising vinyl acetate and triallyl isocyanurate into a lens shape. The resulting useful cross-linked polyvinyl alcohol soft contact lens is obtained.
【０００５】本発明の新規なポリビニルアルコ−ル製コ
ンタクトレンズは、特定のモノマ−のラジカル共重合に
よって得られる。本発明において用いられるモノマ−
は、酢酸ビニルとトリアリルイソシアヌレ−トであり、
この２種類モノマ−はラジカル共重合性に富む。本発明
では、この共重合体を９０〜９９．９重量％の酢酸ビニ
ルと０．１〜１０％のトリアリルイソシアヌレ−トを通
常のラジカル重合開始剤を用いて、塊状重合を行うこと
により得られる。本発明においてモノマ−の組成が９０
〜９９．９重量％の酢酸ビニルと０．１〜１０重量％の
トリアリルイソシアヌレ−トの範囲で使用される理由
は、架橋成分としてのトリアリルイソシアヌレ−トが
０．１重量％を下回ると加水分解後のポリビニルアルコ
−ルの架橋が不十分で、ソフトコンタクトレンズに適し
た強度のある含水ゲルにならないためである。又、トリ
アリルイソシアヌレ−トが１０重量％を超えると架橋が
高すぎ、充分柔なんなゲルにならず、また本発明の高い
含水率を持つことが出来ないためである。[0005] The novel polyvinyl alcohol contact lens of the present invention is obtained by radical copolymerization of a specific monomer. Monomer used in the present invention
Are vinyl acetate and triallyl isocyanurate,
These two monomers are rich in radical copolymerizability. In the present invention, the copolymer is subjected to bulk polymerization using 90 to 99.9% by weight of vinyl acetate and 0.1 to 10% of triallyl isocyanurate using a usual radical polymerization initiator. can get. In the present invention, the composition of the monomer is 90.
The reason for using in the range of ９９99.9% by weight of vinyl acetate and 0.1 to 10% by weight of triallyl isocyanurate is that 0.1% by weight of triallyl isocyanurate as a crosslinking component is used. If it is lower than this, crosslinking of the polyvinyl alcohol after hydrolysis is insufficient, and a water-containing gel having a strength suitable for soft contact lenses cannot be obtained. On the other hand, if the amount of triallyl isocyanurate exceeds 10% by weight, the crosslinking is too high, the gel does not become sufficiently soft, and the high water content of the present invention cannot be obtained.
【０００６】塊状重合は、本発明では、ポリエチレンや
ポリプロピレン、ポリテトラフロロエチレン等のプラス
チック製の試験管などの容器中に、９０〜９９．９重量
％の酢酸ビニルと０．１〜１０％のトリアリルイソシア
ヌレ−トと適量のラジカル重合開始剤の混合物をいれ、
加温下に重合を行う。重合は、ラジカル重合開始剤の種
類によって異なるが、通常室温から１００℃の間で行わ
れ、透明な成形体が得られる。この様にして得られた成
形体は、研削、研磨されレンズ状に成形されるが、９０
〜９９．９重量％の酢酸ビニルと０．１〜１０％のトリ
アリルイソシアヌレ−トの共重合体は、室温では、柔な
んであり、通常これを研削研磨してレンズ状に成形する
ことは、困難である。この為、本発明ではこの共重合体
を冷却下に成形する。一例を示すと先ず酢酸ビニルとト
リアリルイソシアヌレ−トの共重合体を約−２０℃に冷
却する。次にこの架橋共重合体を冷水をかけながら研
削、研磨を行いコンタクトレンズ状に成形する。In the present invention, the bulk polymerization is carried out in a container such as a plastic test tube made of polyethylene, polypropylene, polytetrafluoroethylene or the like by 90 to 99.9% by weight of vinyl acetate and 0.1 to 10% by weight. Add a mixture of triallyl isocyanurate and an appropriate amount of a radical polymerization initiator,
The polymerization is carried out while heating. The polymerization varies depending on the type of the radical polymerization initiator, but is usually carried out at a temperature between room temperature and 100 ° C. to obtain a transparent molded article. The molded body thus obtained is ground and polished and molded into a lens shape.
A copolymer of ９９99.9% by weight of vinyl acetate and 0.1 to 10% of triallyl isocyanurate is soft at room temperature, and it is usually impossible to form a lens by grinding and polishing the copolymer. ,Have difficulty. For this reason, in the present invention, this copolymer is molded under cooling. As an example, a copolymer of vinyl acetate and triallyl isocyanurate is first cooled to about -20 ° C. Next, the crosslinked copolymer is ground and polished while applying cold water to form a contact lens.
【０００７】次に、レンズ状に成形された酢酸ビニルと
トリアリルイソシアヌレ−トの共重合体は加水分解さ
れ、酢酸ビニルトリアリルイソシアヌレ−ト共重合体加
水分解物になる。加水分解方法は特に、限定は無いが、
アルカリ性の水溶液に共重合体をいれることにより行わ
れる。例えば、酢酸ビニルとトリアリルイソシアヌレ−
トの共重合体を予めメタノ−ルやエタノ−ル等の有機溶
媒で膨潤させておき、これを苛性ソーダ水溶液とメタノ
−ルやエタノ−ル等の有機溶媒との混合溶液中にいれ、
加温下に加水分解を行う。この際、鹸化の程度は、特
に、限定はないが本発明では、通常８０から１００％の
鹸化度のものがコンタクトレンズとして用いられる。本
発明では、この様に加水分解された架橋されたビニルア
ルコ−ル−トリアリルイソシアヌレ−ト共重合体は多量
の水で洗浄されコンタクトレンズとして供される。通
常、鹸化後の共重合体レンズの度数と鹸化前の共重合体
レンズの度数は異なる場合が多いので、予めこの事を考
慮して、鹸化前の酢酸ビニルとトリアリルイソシアヌレ
−トの共重合体の研削、研磨成形を行う必要があること
は、当然である。この様にして得られた本発明になる架
橋ポリビニルアルコ−ルコンタクトレンズは、ポリビニ
ルアルコ−ルと言う極めて単純な構造を有しており、安
全で含水率が２０〜８０％と含水ソフトコンタクトレン
ズとして適当であり、柔なんで、且つ長期に亘っての安
定性に優れた有用なソフトコンタクトレンズを提供する
ものである。Next, the lens-shaped copolymer of vinyl acetate and triallyl isocyanurate is hydrolyzed into a hydrolyzate of vinyl triallyl isocyanurate copolymer. Although the hydrolysis method is not particularly limited,
It is carried out by adding a copolymer to an alkaline aqueous solution. For example, vinyl acetate and triallyl isocyanurate
Swelled in advance with an organic solvent such as methanol or ethanol, and put this in a mixed solution of an aqueous solution of caustic soda and an organic solvent such as methanol or ethanol.
The hydrolysis is performed while heating. At this time, the degree of saponification is not particularly limited, but in the present invention, a saponification degree of usually 80 to 100% is used as a contact lens. In the present invention, the crosslinked vinyl alcohol-triallyl isocyanurate copolymer thus hydrolyzed is washed with a large amount of water and used as a contact lens. In general, the power of the copolymer lens after saponification is often different from the power of the copolymer lens before saponification. Naturally, it is necessary to grind and polish the polymer. The thus obtained crosslinked polyvinyl alcohol contact lens according to the present invention has a very simple structure called polyvinyl alcohol, is safe, has a water content of 20 to 80%, and has a water-containing soft contact lens. It is intended to provide a useful soft contact lens which is suitable as a soft contact lens, is soft and has excellent stability over a long period of time.
【０００８】[0008]
実施例 （１） 蒸留、精製された酢酸ビニル ９９．０ 重量部 トリアリルイソシアヌレ−ト １．０ 重量部 を混合し、これにラウリルパ−オキサイド０．５重量部
を添加混合してモノマ−溶液とした。これを直径１０ｍ
ｍのポリプロピレン製試験管にいれ、系内を窒素置換し
て上部を密閉した。これを４５℃のオ−ブン中にいれ、
１６時間保持した後、８０℃まで徐々に昇温することに
より重合を完結させた。この共重合体を−２０℃に冷却
した後、２℃の冷水を掛けながら研削、研磨を行いレン
ズ状に成形した。このレンズ状に成形された共重合体を
室温でメタノ−ル中にいれ膨潤させた。更に５ｇ／ｌ
（リットル）の濃度にＮａＯＨを溶解させたメタノ−ル
溶液中にいれ、５０℃で６時間加水分解を行った。レン
ズ成形体を取り出し、多量の水でよく水洗し、架橋ポリ
ビニルアルコ−ルコンタクトレンズを得た。このゲルは
透明でありかつ柔なんで二つに折曲げても破砕しない丈
夫なゲルであった。赤外分光より、酢酸ビニルのビニル
アルコ−ルへの鹸化は、約１００％進行していることを
確認した。この架橋ポリビニルアルコ−ルゲルの含水率
は、約４０％であった。含水率は、次式より求めた。 ここで Ｗh は水を飽和したゲルの重量 Ｗd は乾燥時のゲルの重量Example (1) 99.0 parts by weight of distilled and purified vinyl acetate 1.0 part by weight of triallyl isocyanurate was mixed, and 0.5 part by weight of lauryl peroxide was added and mixed. And This is 10m in diameter
Then, the inside of the system was replaced with nitrogen, and the upper part was sealed. Put this in a 45 ° C oven,
After holding for 16 hours, the temperature was gradually raised to 80 ° C. to complete the polymerization. After cooling the copolymer to −20 ° C., it was ground and polished while pouring cold water at 2 ° C. to form a lens. The lens-shaped copolymer was swelled in methanol at room temperature. 5g / l
(Liter) was placed in a methanol solution in which NaOH was dissolved, and hydrolyzed at 50 ° C. for 6 hours. The lens molded body was taken out and thoroughly washed with a large amount of water to obtain a crosslinked polyvinyl alcohol contact lens. This gel was transparent and soft, and was a durable gel that did not break even when folded in two. Infrared spectroscopy confirmed that the saponification of vinyl acetate to vinyl alcohol had progressed about 100%. The water content of the crosslinked polyvinyl alcohol gel was about 40%. The water content was determined by the following equation. Where W h is the weight of the gel saturated with water W d is the weight of the gel when dried
【０００９】実施例（２） 蒸留、精製された酢酸ビニル ９９．８ 重量部 トリアリルイソシアヌレ−ト ０．２ 重量部 を混合し、これにラウリルパ−オキサイド０．５重量部
を添加混合してモノマ−溶液とした。実施例（１）と同
じ方法で重合を行い、更に、研削研磨してレンズ状成形
物をえた。更に、実施例（１）と同じ方法で加水分解を
行い架橋ポリビニルアルコ−ルゲルを得た。このゲルは
透明でありかつ柔なんで二つに折曲げても破砕しない丈
夫なゲルであった。赤外分光より、酢酸ビニルのビニル
アルコ−ルへの鹸加は、約１００％進行していることを
確認した。この架橋ポリビニルアルコ−ルゲルの含水率
は、約６８％であった。Example (2) 99.8 parts by weight of distilled and purified vinyl acetate 0.2 parts by weight of triallyl isocyanurate was mixed, and 0.5 parts by weight of lauryl peroxide was added thereto and mixed. This was a monomer solution. Polymerization was carried out in the same manner as in Example (1), followed by grinding and polishing to obtain a lens-shaped molded product. Furthermore, hydrolysis was carried out in the same manner as in Example (1) to obtain a crosslinked polyvinyl alcohol gel. This gel was transparent and soft, and was a durable gel that did not break even when folded in two. From infrared spectroscopy, it was confirmed that the addition of vinyl acetate to vinyl alcohol had progressed about 100%. The water content of the crosslinked polyvinyl alcohol gel was about 68%.
【００１０】[0010]
【発明の効果】本発明のコンタクトレンズは、新規なポ
リビニルアルコ−ル製コンタクトレンズであって、含水
率が２０〜８０％に架橋され、柔なんで、且つ長期に亘
っての安定性に優れた有用なソフトコンタクトレンズを
提供するものである。The contact lens of the present invention is a novel contact lens made of polyvinyl alcohol, which is crosslinked to a water content of 20 to 80%, is soft and has excellent long-term stability. It is intended to provide a useful soft contact lens.
───────────────────────────────────────────────────── フロントページの続き (58)調査した分野(Int.Cl.7，ＤＢ名) C08F 216/06 G02C 1/00 - 13/00 ──────────────────────────────────────────────────続 き Continued on front page (58) Field surveyed (Int. Cl. 7 , DB name) C08F 216/06 G02C 1/00-13/00
Claims (1)
０．１〜１０重量％のトリアリルイソシアヌレ−トから
なる共重合体を冷却下、レンズ状に研削、研磨し、更に
加水分解することにより得られることを特徴とする含水
率２０〜８０％の架橋ポリビニルアルコ−ルコンタクト
レンズ。1. A copolymer comprising 90 to 99.9% by weight of vinyl acetate and 0.1 to 10% by weight of triallyl isocyanurate is cooled, ground and polished into a lens under cooling, and further hydrolyzed. A crosslinked polyvinyl alcohol contact lens having a water content of 20 to 80%, which is obtained by performing the above method.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP20851195A JP3163473B2 (en) | 1995-07-25 | 1995-07-25 | PVA contact lens |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP20851195A JP3163473B2 (en) | 1995-07-25 | 1995-07-25 | PVA contact lens |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0940719A JPH0940719A (en) | 1997-02-10 |
| JP3163473B2 true JP3163473B2 (en) | 2001-05-08 |
Family
ID=16557382
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP20851195A Expired - Fee Related JP3163473B2 (en) | 1995-07-25 | 1995-07-25 | PVA contact lens |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3163473B2 (en) |
-
1995
- 1995-07-25 JP JP20851195A patent/JP3163473B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0940719A (en) | 1997-02-10 |
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