JPS6230610B2 - - Google Patents
Info
- Publication number
- JPS6230610B2 JPS6230610B2 JP5322780A JP5322780A JPS6230610B2 JP S6230610 B2 JPS6230610 B2 JP S6230610B2 JP 5322780 A JP5322780 A JP 5322780A JP 5322780 A JP5322780 A JP 5322780A JP S6230610 B2 JPS6230610 B2 JP S6230610B2
- Authority
- JP
- Japan
- Prior art keywords
- film
- oxygen
- amino acid
- benzyl glutamate
- contact lenses
- 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
Links
- 229920001577 copolymer Polymers 0.000 claims description 6
- DHQUQYYPAWHGAR-UHFFFAOYSA-N dibenzyl 2-aminopentanedioate Chemical compound C=1C=CC=CC=1COC(=O)C(N)CCC(=O)OCC1=CC=CC=C1 DHQUQYYPAWHGAR-UHFFFAOYSA-N 0.000 claims description 6
- HFZKKJHBHCZXTQ-JTQLQIEISA-N (4s)-4-azaniumyl-5-oxo-5-phenylmethoxypentanoate Chemical group OC(=O)CC[C@H](N)C(=O)OCC1=CC=CC=C1 HFZKKJHBHCZXTQ-JTQLQIEISA-N 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 125000000404 glutamine group Chemical group N[C@@H](CCC(N)=O)C(=O)* 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 13
- 229910052760 oxygen Inorganic materials 0.000 description 13
- 239000001301 oxygen Substances 0.000 description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 210000004087 cornea Anatomy 0.000 description 4
- 230000035699 permeability Effects 0.000 description 4
- ROHFNLRQFUQHCH-YFKPBYRVSA-N L-leucine Chemical compound CC(C)C[C@H](N)C(O)=O ROHFNLRQFUQHCH-YFKPBYRVSA-N 0.000 description 3
- ROHFNLRQFUQHCH-UHFFFAOYSA-N Leucine Natural products CC(C)CC(N)C(O)=O ROHFNLRQFUQHCH-UHFFFAOYSA-N 0.000 description 3
- WUGQZFFCHPXWKQ-UHFFFAOYSA-N Propanolamine Chemical compound NCCCO WUGQZFFCHPXWKQ-UHFFFAOYSA-N 0.000 description 3
- 235000001014 amino acid Nutrition 0.000 description 3
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 description 1
- FFEARJCKVFRZRR-BYPYZUCNSA-N L-methionine Chemical compound CSCC[C@H](N)C(O)=O FFEARJCKVFRZRR-BYPYZUCNSA-N 0.000 description 1
- 235000004279 alanine Nutrition 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229930182817 methionine Natural products 0.000 description 1
- 229920002379 silicone rubber Polymers 0.000 description 1
- 239000004945 silicone rubber Substances 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
Classifications
-
- G—PHYSICS
- G02—OPTICS
- G02C—SPECTACLES; SUNGLASSES OR GOGGLES INSOFAR AS THEY HAVE THE SAME FEATURES AS SPECTACLES; CONTACT LENSES
- G02C7/00—Optical parts
- G02C7/02—Lenses; Lens systems ; Methods of designing lenses
- G02C7/04—Contact lenses for the eyes
Description
本発明はソフトコンタクトレンズ、さらに詳し
くは、グルタミン酸ベンジルを含むアミノ酸共重
体フイルムをヒドロキシアルキルアミンを用いて
表面処理してなるソフトコンタクトレンズに関す
るものである。
コンタクトレンズは角膜と空気の間に介在し、
角膜への酸素の供給に障害となつているため、十
分な酸素透過性が要求される。また、角膜への密
着性と関連してコンタクトレンズの親水性化が必
要となる。
現在のコンタクトレンズでは、酸素透過性にお
いて満足なものが知られていない。現在市販のコ
ンタクトレンズの場合、酸素透過量は角膜の酸素
消費量の10分の１以下である。シリコンゴムを使
つたコンタクトレンズは、酸素透過量については
満足なものであるが、親水性化が困難である欠点
をもつている。
本発明者は、親水性材料でかつ酸素透過量の多
いソフトコンタクトレンズの開発について種々研
究を重ねたところ、グルタミン酸ベンジルを含む
アミノ酸共重合体フイルムをヒドロキシアルキル
アミンを用いて、その片面及び両面を表面処理し
たものは、親水性化はもちろん、殊に酸素透過性
において著しく高められたもので、ソフトコンタ
クトレンズとして好適であることを見出し、本発
明を完成するに至つた。
本発明のソフトコンタクトレンズは、グルタミ
ン酸ベンジルを含むアミノ酸共重合体フイルムを
基材フイルムとして用い、その片面及び両面をヒ
ドロキシアルキルアミンにより処理したものであ
る。この場合、基材フイルムにおけるグルタミン
酸ベンジルのモル％は、５〜80％、好ましくは10
〜40％の範囲である。また、共重合体における他
のアミノ酸成分としては、ロイシン、アラニン、
メチオニン等が適している。ヒドロキシアルキル
アミンとしては、３−ヒドロキシプロピルアミ
ン、２−ヒドロキシエチルアミン等が適してい
る。また、この基材フイルムを処理する条件は、
温度50〜70℃及び処理時間50〜200時間である。
この表面処理されたフイルムは、処理後エタノー
ル及び水で洗浄されることにより製品とされる。
本発明によるソフトコンタクトレンズは、従来
のものに比して酸素透過性において改良されたも
ので、従来の使用法と同様にして用いることがで
きる。
次に本発明を実施例によりさらに詳細に説明す
る。
実施例
ロイシンとグルタミン酸ベンジルの共重合体フ
イルム（ロイシンとグルタミン酸ベンジルのモル
比７：３、厚さ60μｍ）を60℃に加温した３−ヒ
ドロキシプロピルアミン中に浸漬した後、エタノ
ール及び水を用いて順次洗浄した。
次にこのようにして得たフイルムの水分透過量
と酸素透過量を測定した。なおこの場合、酸素透
過量はフイルムを酸素電極に装着し、この電極を
酸素の吹きこまれている蒸留水中に固定し、この
フイルムを水の入つたバイアルビンに装着し、フ
イルム面に水を接触させ、全体の重量減少量から
測定した。また、得られたフイルムの含水率につ
いても測定した。これらの測定結果を次表に示
す。
The present invention relates to a soft contact lens, and more particularly to a soft contact lens formed by surface-treating an amino acid copolymer film containing benzyl glutamate with a hydroxyalkylamine. Contact lenses are interposed between the cornea and the air.
Sufficient oxygen permeability is required because it impedes the supply of oxygen to the cornea. In addition, in connection with the adhesion to the cornea, it is necessary to make contact lenses hydrophilic. Current contact lenses are not known to have satisfactory oxygen permeability. In the case of contact lenses currently available on the market, the amount of oxygen permeation is less than one-tenth of the amount of oxygen consumed by the cornea. Contact lenses using silicone rubber are satisfactory in terms of oxygen permeation, but have the disadvantage that it is difficult to make them hydrophilic. The present inventor has conducted various studies on the development of soft contact lenses that are made of hydrophilic materials and have a high oxygen permeation rate. It was discovered that the surface-treated lenses are not only hydrophilic, but also significantly improved in oxygen permeability, and are suitable for use as soft contact lenses, leading to the completion of the present invention. The soft contact lens of the present invention uses an amino acid copolymer film containing benzyl glutamate as a base film, and one and both sides of the film are treated with hydroxyalkylamine. In this case, the mole percent of benzyl glutamate in the base film is 5 to 80%, preferably 10
In the range of ~40%. In addition, other amino acid components in the copolymer include leucine, alanine,
Methionine etc. are suitable. As the hydroxyalkylamine, 3-hydroxypropylamine, 2-hydroxyethylamine, etc. are suitable. In addition, the conditions for processing this base film are as follows:
The temperature is 50-70°C and the treatment time is 50-200 hours.
After the surface treatment, the film is washed with ethanol and water to produce a product. The soft contact lenses according to the present invention have improved oxygen permeability compared to conventional ones and can be used in the same manner as conventional ones. Next, the present invention will be explained in more detail with reference to Examples. Example A copolymer film of leucine and benzyl glutamate (molar ratio of leucine and benzyl glutamate 7:3, thickness 60 μm) was immersed in 3-hydroxypropylamine heated to 60°C, and then immersed in 3-hydroxypropylamine heated to 60°C, and then immersed in ethanol and water. and washed sequentially. Next, the amount of water permeation and the amount of oxygen permeation of the film thus obtained were measured. In this case, the amount of oxygen permeation is determined by attaching a film to an oxygen electrode, fixing this electrode in distilled water into which oxygen is blown, attaching this film to a vial containing water, and pouring water onto the film surface. It was measured from the total weight loss. The moisture content of the obtained film was also measured. The results of these measurements are shown in the table below.
【表】
湿潤フイルム中
の水の重さ(g)
＊ 含水率＝[Table] In wet film
weight of water (g)
* Moisture content =
Claims (1)
体フイルムにおいて、そのグルタミン酸ベンジル
残基の少なくとも１部を一般式 （式中、Ｒは脂肪族炭化水素である） で表わされるグルタミン残基で置換したアミノ酸
共重合体からなるソフトコンタクトレンズ。[Scope of Claims] 1. In an amino acid copolymer film containing benzyl glutamate, at least a portion of the benzyl glutamate residue has the general formula (In the formula, R is an aliphatic hydrocarbon.) A soft contact lens made of an amino acid copolymer substituted with a glutamine residue represented by the following formula.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5322780A JPS56149014A (en) | 1980-04-22 | 1980-04-22 | Soft contact lens |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5322780A JPS56149014A (en) | 1980-04-22 | 1980-04-22 | Soft contact lens |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS56149014A JPS56149014A (en) | 1981-11-18 |
| JPS6230610B2 true JPS6230610B2 (en) | 1987-07-03 |
Family
ID=12936931
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP5322780A Granted JPS56149014A (en) | 1980-04-22 | 1980-04-22 | Soft contact lens |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS56149014A (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4532267A (en) * | 1984-02-15 | 1985-07-30 | Board Of Regents, University Of Washington | Vision correction lens made from an aminopolysaccharide compound or an ether or ester thereof |
| TWI690424B (en) * | 2018-10-29 | 2020-04-11 | 優你康光學股份有限公司 | Method for preparing contact lens with polymer multilayer film |
-
1980
- 1980-04-22 JP JP5322780A patent/JPS56149014A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS56149014A (en) | 1981-11-18 |
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