JPS63293520A - Hydrous soft contact lens - Google Patents
Hydrous soft contact lensInfo
- Publication number
- JPS63293520A JPS63293520A JP12803687A JP12803687A JPS63293520A JP S63293520 A JPS63293520 A JP S63293520A JP 12803687 A JP12803687 A JP 12803687A JP 12803687 A JP12803687 A JP 12803687A JP S63293520 A JPS63293520 A JP S63293520A
- Authority
- JP
- Japan
- Prior art keywords
- acrylate
- meth
- soft contact
- contact lens
- fluoroalkyl
- 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
- -1 trifluoroethyl- Chemical group 0.000 claims abstract description 13
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 11
- WHNPOQXWAMXPTA-UHFFFAOYSA-N 3-methylbut-2-enamide Chemical compound CC(C)=CC(N)=O WHNPOQXWAMXPTA-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 5
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 claims abstract description 3
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 claims abstract description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 29
- 239000000203 mixture Substances 0.000 claims description 7
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 claims description 4
- LEJBBGNFPAFPKQ-UHFFFAOYSA-N 2-(2-prop-2-enoyloxyethoxy)ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOC(=O)C=C LEJBBGNFPAFPKQ-UHFFFAOYSA-N 0.000 claims description 4
- XFCMNSHQOZQILR-UHFFFAOYSA-N 2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOC(=O)C(C)=C XFCMNSHQOZQILR-UHFFFAOYSA-N 0.000 claims description 4
- KUDUQBURMYMBIJ-UHFFFAOYSA-N 2-prop-2-enoyloxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC(=O)C=C KUDUQBURMYMBIJ-UHFFFAOYSA-N 0.000 claims description 4
- MJYFYGVCLHNRKB-UHFFFAOYSA-N 1,1,2-trifluoroethyl 2-methylprop-2-enoate Chemical group CC(=C)C(=O)OC(F)(F)CF MJYFYGVCLHNRKB-UHFFFAOYSA-N 0.000 claims description 2
- KOMNUTZXSVSERR-UHFFFAOYSA-N 1,3,5-tris(prop-2-enyl)-1,3,5-triazinane-2,4,6-trione Chemical compound C=CCN1C(=O)N(CC=C)C(=O)N(CC=C)C1=O KOMNUTZXSVSERR-UHFFFAOYSA-N 0.000 claims description 2
- HWSSEYVMGDIFMH-UHFFFAOYSA-N 2-[2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOCCOC(=O)C(C)=C HWSSEYVMGDIFMH-UHFFFAOYSA-N 0.000 claims description 2
- 239000004641 Diallyl-phthalate Substances 0.000 claims description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 2
- OKKRPWIIYQTPQF-UHFFFAOYSA-N Trimethylolpropane trimethacrylate Chemical compound CC(=C)C(=O)OCC(CC)(COC(=O)C(C)=C)COC(=O)C(C)=C OKKRPWIIYQTPQF-UHFFFAOYSA-N 0.000 claims description 2
- AJCHRUXIDGEWDK-UHFFFAOYSA-N bis(ethenyl) butanedioate Chemical compound C=COC(=O)CCC(=O)OC=C AJCHRUXIDGEWDK-UHFFFAOYSA-N 0.000 claims description 2
- QUDWYFHPNIMBFC-UHFFFAOYSA-N bis(prop-2-enyl) benzene-1,2-dicarboxylate Chemical compound C=CCOC(=O)C1=CC=CC=C1C(=O)OCC=C QUDWYFHPNIMBFC-UHFFFAOYSA-N 0.000 claims description 2
- HABAXTXIECRCKH-UHFFFAOYSA-N bis(prop-2-enyl) butanedioate Chemical compound C=CCOC(=O)CCC(=O)OCC=C HABAXTXIECRCKH-UHFFFAOYSA-N 0.000 claims description 2
- FFYWKOUKJFCBAM-UHFFFAOYSA-N ethenyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC=C FFYWKOUKJFCBAM-UHFFFAOYSA-N 0.000 claims description 2
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 claims description 2
- FBCQUCJYYPMKRO-UHFFFAOYSA-N prop-2-enyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC=C FBCQUCJYYPMKRO-UHFFFAOYSA-N 0.000 claims description 2
- QTECDUFMBMSHKR-UHFFFAOYSA-N prop-2-enyl prop-2-enoate Chemical compound C=CCOC(=O)C=C QTECDUFMBMSHKR-UHFFFAOYSA-N 0.000 claims description 2
- INQDDHNZXOAFFD-UHFFFAOYSA-N 2-[2-(2-prop-2-enoyloxyethoxy)ethoxy]ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOCCOC(=O)C=C INQDDHNZXOAFFD-UHFFFAOYSA-N 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract description 23
- 229910052760 oxygen Inorganic materials 0.000 abstract description 23
- 239000001301 oxygen Substances 0.000 abstract description 23
- 230000035699 permeability Effects 0.000 abstract description 21
- 125000003709 fluoroalkyl group Chemical group 0.000 abstract description 6
- 150000001252 acrylic acid derivatives Chemical class 0.000 abstract description 2
- 230000007423 decrease Effects 0.000 abstract description 2
- 229920001577 copolymer Polymers 0.000 abstract 2
- 230000015556 catabolic process Effects 0.000 abstract 1
- 238000006731 degradation reaction Methods 0.000 abstract 1
- 230000002708 enhancing effect Effects 0.000 abstract 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 abstract 1
- 238000000465 moulding Methods 0.000 abstract 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 5
- 230000000694 effects Effects 0.000 description 4
- 102000004169 proteins and genes Human genes 0.000 description 4
- 108090000623 proteins and genes Proteins 0.000 description 4
- 102100026735 Coagulation factor VIII Human genes 0.000 description 3
- 101000911390 Homo sapiens Coagulation factor VIII Proteins 0.000 description 3
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 3
- 238000005520 cutting process Methods 0.000 description 3
- 239000000017 hydrogel Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 238000005498 polishing Methods 0.000 description 3
- 230000008961 swelling Effects 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 230000036571 hydration Effects 0.000 description 2
- 238000006703 hydration reaction Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000002504 physiological saline solution Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 210000004087 cornea Anatomy 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 125000005010 perfluoroalkyl group Chemical group 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 239000007870 radical polymerization initiator Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 230000035807 sensation Effects 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Landscapes
- Eyeglasses (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Description
【発明の詳細な説明】
[産業上の利用分野]
本発明は含水性ソフトコンタクトレンズに関し、さらに
詳しくは含水率に依存しない高い酸素透過性を有し、蛋
白質のこびり付きによる汚染性の低い含水性ソフトコン
タクトレンズに関する。[Detailed Description of the Invention] [Industrial Application Field] The present invention relates to a hydrous soft contact lens, and more specifically, a hydrous soft contact lens that has high oxygen permeability independent of water content and has low contamination caused by protein sticking. Regarding soft contact lenses.
[従来の技術]
コンタクトレンズはハードコンタクトレンズとソフトコ
ンタクトレンズに大別され、一般にハードコンタクトレ
ンズは光学的には優れているが、酸素透過性が小さいた
めに長時間装用ができず、また角膜とのなじみが少ない
ために、催涙、異物感を生ずるなどの欠点があり、近年
ではこれに代ってソフトコンタクトレンズが広く用いら
れるようになってきている。ソフトコンタクトレンズと
しては親水性の2−しドロキシエチルメタクリレート(
以下、HEMAと記す、)重合体を主成分とするものが
知られており、その含水率は20重量%から80重量%
と広範囲にわたっている。この種のレンズの代表的なも
のにはHE M AにN−ビニルピロリドンを共重合さ
せたもの、HEMAにメタクリル酸を共重合させたもの
などが知られているが、この種のハイドロゲル系のソフ
トコンタクトレンズは酸素透過性をそのゲル中の水の1
に依存しており、酸素透過性と含水率とはほぼ直線的比
例関係にある。したがって、従来は長時間の連続装用を
可能にするために、ハイドロゲルの含水率を高めて酸素
透過性を良くするか、レンズを極端に薄くして単位時間
単位面積当りの酸素透過量を大きくするかの2つの方法
がとられていた。[Prior art] Contact lenses are broadly classified into hard contact lenses and soft contact lenses. Generally, hard contact lenses are optically superior, but because of their low oxygen permeability, they cannot be worn for long periods of time, and they also damage the cornea. Due to the lack of familiarity with contact lenses, they have drawbacks such as causing lachrymation and a foreign body sensation, and in recent years soft contact lenses have become widely used in place of these lenses. For soft contact lenses, hydrophilic 2-droxyethyl methacrylate (
It is known that the main component is a polymer (hereinafter referred to as HEMA), and its water content ranges from 20% by weight to 80% by weight.
and covers a wide range. Typical lenses of this type are those made by copolymerizing HEMA with N-vinylpyrrolidone and those made by copolymerizing HEMA with methacrylic acid. Soft contact lenses have oxygen permeability due to the water in their gel.
There is a nearly linear proportional relationship between oxygen permeability and water content. Therefore, in the past, in order to enable long-term continuous wear, the water content of the hydrogel was increased to improve oxygen permeability, or the lens was made extremely thin to increase the amount of oxygen permeation per unit area per unit time. There were two methods taken.
[発明が解決しようとする問題点]
しかしながら、含水率を高くして酸素透過性を増す方法
では、含水率増加に伴ってレンズ材質の機械的強度が弱
くなる、膨潤率のバラツキが大きくなるため安定した視
力が得られにくくなる、汚れ付着がレンズの中まで滲透
して洗浄除去が難しくなるなどの欠点がある。[Problems to be Solved by the Invention] However, in the method of increasing oxygen permeability by increasing the water content, the mechanical strength of the lens material weakens as the water content increases, and the variation in swelling ratio increases. Disadvantages include that it becomes difficult to obtain stable vision, and that dirt seeps into the lens, making it difficult to clean and remove.
また、レンズを薄くして酸素透過量を大きくする方法で
は、装用する際にレンズが指の腹に沿って付着したり、
レンズが巻いたりして装用するのに極めて不便なものと
なるという欠点がある。In addition, with the method of making the lens thinner and increasing the amount of oxygen permeation, the lens may adhere along the pad of the finger when worn, or
The drawback is that the lenses roll up, making them extremely inconvenient to wear.
そこで、含水率に対して期待されるよりも高い酸素透過
性を有するレンズ素材が望まれ、本発明は含水率をあま
り高くしなくても充分な酸素透過性を有し、機械的強度
及び汚れ付着の点で改善された高酸素透過性のソフトコ
ンタクトレンズを提供することを目的とする。Therefore, a lens material that has oxygen permeability higher than expected for its water content is desired, and the present invention has sufficient oxygen permeability without increasing the water content too much, and has excellent mechanical strength and stain resistance. The object is to provide a soft contact lens with high oxygen permeability that is improved in terms of adhesion.
[問題点を解決するための手段]
本発明は、ジメチルアクリルアミド30〜50重量%、
フルオロアルキルアクリレートまたはフルオロアルキル
メタクリレート30〜50重量%を主成分とする組成物
を共重合させて成形したことを特徴とする含水性ソフト
コンタクトレンズである。[Means for solving the problems] The present invention provides 30 to 50% by weight of dimethylacrylamide,
A water-containing soft contact lens characterized by being molded by copolymerizing a composition containing 30 to 50% by weight of fluoroalkyl acrylate or fluoroalkyl methacrylate as a main component.
ジメチルアクリルアミドは30重量%未満では含水時の
可撓性が低下するため好ましくな(,50fi量%を越
えると強度が低下するとともに、含水率が高くなりすぎ
るため、視力が安定しない、付着した汚れが落ち難いな
どの欠点が生じ、好ましくない。Dimethylacrylamide is not preferable if it is less than 30% by weight because it reduces flexibility when it contains water (if it exceeds 50% by weight, the strength decreases and the water content becomes too high, resulting in unstable vision and problems with attached dirt. This is not preferable because it has drawbacks such as being difficult to remove.
フルオロアルキルアクリレートまたはフルオロアルキル
メタクリレートは30重量%未満では酸素透過性向上効
果が低く、また汚れのこびり付き防止の効果が低く、5
0重量%を越えると脂質による汚れ付着が起きやすくな
るので好ましくない。フルオロアルキル(メタ)アクリ
レートは、好ましくは、炭素数2〜10個のアルキル基
の水素を部分的にフッ素原子で置換したフルオロアルキ
ル基、特にパーフルオロアルキル基を有するアルコール
と(メタ)アクリル酸とのエステルで、上記アルキル基
は腹須状であっても側鎖を有するものであってもよい。If fluoroalkyl acrylate or fluoroalkyl methacrylate is less than 30% by weight, the effect of improving oxygen permeability is low, and the effect of preventing dirt from sticking is low;
If it exceeds 0% by weight, it is not preferable because it tends to cause staining due to lipids. The fluoroalkyl (meth)acrylate preferably comprises an alcohol having a fluoroalkyl group, particularly a perfluoroalkyl group, in which the hydrogen atoms of an alkyl group having 2 to 10 carbon atoms are partially substituted with fluorine atoms, and (meth)acrylic acid. In the ester, the alkyl group may be annular or may have a side chain.
代表的にはトリフルオロエチル(メタ)アクリレート、
テトラフルオロプロピル(メタ)アクリレート、ヘキサ
フルオロイソプロピル(、メタ)アクリレート1.オク
タフルオロペンチル(メタ)アクリレート、テトラヒド
ロへキサデカフルオロデシル(メタ)アクリレートが挙
げられるが、その他のフルオロアルキル(メタ)アクリ
レートも使用し得る。Typically trifluoroethyl (meth)acrylate,
Tetrafluoropropyl (meth)acrylate, hexafluoroisopropyl (meth)acrylate1. Octafluoropentyl (meth)acrylate and tetrahydrohexadecafluorodecyl (meth)acrylate are mentioned, but other fluoroalkyl (meth)acrylates can also be used.
本発明においては、上記ジメチルアクリルアミド及びフ
ルオロアルキル(メタ)アクリレートの他に、さらに好
ましくは10〜20重呈%のメチルメタクリレートを加
えることもできる。これは強度向上を目的とするもので
、10重量%未満ではこの効果が低く、20重量%を越
えると、ジメチルアクリルアミド及びフルオロアルキル
(メタ)アクリレートによる前記効果が相対的に低くな
るので好ましくない。In the present invention, in addition to the above dimethylacrylamide and fluoroalkyl (meth)acrylate, methyl methacrylate can be added, preferably in an amount of 10 to 20%. This is for the purpose of improving strength, and if it is less than 10% by weight, this effect will be low, and if it exceeds 20% by weight, the effects of dimethylacrylamide and fluoroalkyl (meth)acrylate will be relatively low, which is not preferable.
また、切削研磨性、水和膨潤時の寸法安定性等を向上さ
せる目的で、好ましくは0.1〜10重量%の架橋剤を
添加することもできる。架橋剤は多官能性I11 を体
の中から少なくとも1桂類選択され、代表的には、エチ
レングリコールジメタクリレート、ジエチレングリコー
ルジメタクリレート、トリエチレングリコールジメタク
リレート、エチレングリコールジアクリレート、ジエチ
レングリコールジアクリレート、トリエチレングリコー
ルジアクリレート、アリルメタクリレート、アリルアク
リレート、ビニルメタクリレート、コハク酸ジアリル、
コハク酸ジビニル、トリメチロールプロパントリメタク
リレート、フタル酸ジアリル、ジビニルベンゼン、ペン
タエリスリトールテトラメタクリレート、トリアリルイ
ソシアヌレート等が挙げられる。Further, for the purpose of improving cutting and polishing properties, dimensional stability during hydration swelling, etc., a crosslinking agent may be preferably added in an amount of 0.1 to 10% by weight. The crosslinking agent is selected from at least one of the polyfunctional I11 groups, typically ethylene glycol dimethacrylate, diethylene glycol dimethacrylate, triethylene glycol dimethacrylate, ethylene glycol diacrylate, diethylene glycol diacrylate, triethylene. Glycol diacrylate, allyl methacrylate, allyl acrylate, vinyl methacrylate, diallyl succinate,
Examples include divinyl succinate, trimethylolpropane trimethacrylate, diallyl phthalate, divinylbenzene, pentaerythritol tetramethacrylate, triallyl isocyanurate, and the like.
本発明の含水性ソフトコンタクトレンズは、上記組成物
に通常のラジカル重合開始剤を加えて撹拌混合し、成形
型に入れて一般的には40゛C〜100°Cの温度範囲
で重合を行い、冷却後切削研磨加工して所望の寸法のレ
ンズ形状にする。これを生理食塩水中に浸漬して水和膨
潤させる。The water-containing soft contact lens of the present invention is produced by adding a conventional radical polymerization initiator to the above composition, mixing with stirring, placing the mixture in a mold, and polymerizing it generally at a temperature in the range of 40°C to 100°C. After cooling, cutting and polishing are performed to form a lens shape with desired dimensions. This is immersed in physiological saline to hydrate and swell.
このようにして得られる本発明の含水性ソフトコンタク
トレンズは、一定の含水率で期待されるよりも高い酸素
透過性を有し、したがって含水率をあまり高くしなくて
も充分な酸素透過性を有するため、高含水率に起因する
機械的強度低下及び汚れ付着の問題を改善することがで
きるとともに、同一含水率で比較しても汚れのこびり付
きの少ないレンズとなる。The hydrous soft contact lenses of the invention thus obtained have a higher oxygen permeability than would be expected at a given water content, and therefore have sufficient oxygen permeability even if the water content is not too high. As a result, it is possible to improve the problems of mechanical strength reduction and dirt adhesion caused by high water content, and the lens becomes less likely to attract dirt even when the water content is the same.
[実施例]
表1に示す組成のモノマーを混合撹拌してポリプロピレ
ン製の試験管に入れ、60°Cの水溶中で48時間、次
いで90℃の空気洛中で72時間保持して重合させた。[Example] Monomers having the compositions shown in Table 1 were mixed and stirred, placed in a polypropylene test tube, and polymerized by being held in an aqueous solution at 60°C for 48 hours and then in an air atmosphere at 90°C for 72 hours.
冷却後、棒状の重合物を試験管から抜き出し、公知の切
削研磨法によりコンタクトレンズ形状に加工した後、7
0℃の生理的塩水中に16時間浸漬することによって水
和膨潤させた。After cooling, the rod-shaped polymer was extracted from the test tube and processed into a contact lens shape by a known cutting and polishing method.
Hydration swelling was achieved by immersion in physiological saline at 0° C. for 16 hours.
得られた各レンズの物性を表1に示した。なお、酸素透
過性及び水/オクタン接触角は上記と同様の方法で直径
11.4nn厚さ0.17m1Mのディスクを形成し、
このディスクを用いて測定した。Table 1 shows the physical properties of each lens obtained. The oxygen permeability and water/octane contact angle were determined by forming a disk with a diameter of 11.4 nn and a thickness of 0.17 m in the same manner as above.
Measurements were made using this disk.
酸素透過係数の測定は製科研式フィルム酸素透過率計を
用い、37℃で行った。酸素透過性は一般の含水性ソフ
トコンタクトレンズにおいてはハイドロゲル中の水の量
に依存しているため、添付図面のグラフに示した標準直
線のように酸素透過係数と含水率とは直線的比例関係に
あるが、本発明による実施例1〜4で得られたレンズは
酸素透過係数と含水率の関係がいずれもこの直線の上側
にあり、この種ハイドロゲルにおいて一定の含水率で期
待されるよりも大幅に高い酸素透過性を有していること
が判る。The oxygen permeability coefficient was measured at 37° C. using a Seikaken film oxygen permeability meter. In general water-containing soft contact lenses, oxygen permeability depends on the amount of water in the hydrogel, so the oxygen permeability coefficient and water content are linearly proportional, as shown in the standard straight line shown in the graph of the attached drawing. However, in the lenses obtained in Examples 1 to 4 according to the present invention, the relationships between oxygen permeability coefficient and water content are all above this straight line, which is expected at a constant water content for this type of hydrogel. It can be seen that the oxygen permeability is significantly higher than that of the
水/オクタン接触角は25°Cに温調した純水中に含水
した試料を静置し、試料下面にn−オクタンの油滴を接
触させてその試料面と油滴が形成する角度を、協和科学
株式会社製接触角計を用いて測定した。この接触角は試
料と蛋白質との相互作用の強弱を示す尺度であり、角度
の大きさと樹脂の表面エネルギーは比例関係にあり、し
たがってこの角度が大きいほど蛋白質による汚れが生じ
やすい0本発明による実施例1〜4で得られた試料は比
較例の試料と比べて水/オクタン接触角がいずれも小さ
く、蛋白質による汚れのこびり付きにくいものである。The water/octane contact angle is calculated by leaving a sample hydrated in pure water at a temperature of 25°C and bringing an n-octane oil droplet into contact with the bottom surface of the sample, and then calculating the angle formed between the sample surface and the oil droplet. It was measured using a contact angle meter manufactured by Kyowa Scientific Co., Ltd. This contact angle is a measure of the strength of the interaction between a sample and a protein, and there is a proportional relationship between the size of the angle and the surface energy of the resin.Therefore, the larger this angle is, the more likely it is that protein stains will occur.According to the present invention The samples obtained in Examples 1 to 4 all have smaller water/octane contact angles than the samples of Comparative Examples, and are resistant to sticking of protein stains.
添付図面ば含水性ソフトコンタクトレンズにおける含水
率と酸素透過係数の関係を示すグラフである。
特許出願人 株式会社 シード
会り中(’7o)The accompanying drawing is a graph showing the relationship between water content and oxygen permeability coefficient in a hydrous soft contact lens. Patent applicant: Seed Kaichu Co., Ltd. ('7o)
Claims (5)
オロアルキルアクリレートまたはフルオロアルキルメタ
クリレート30〜50重量%を主成分とする組成物を共
重合させて成形したことを特徴とする含水性ソフトコン
タクトレンズ。(1) A hydrous soft contact lens characterized by being molded by copolymerizing a composition whose main components are 30 to 50% by weight of dimethylacrylamide and 30 to 50% by weight of fluoroalkyl acrylate or fluoroalkyl methacrylate.
ルキルメタクリレートが、トリフルオロエチル(メタ)
アクリレート、テトラフルオロプロピル(メタ)アクリ
レート、ヘキサフルオロイソプロピル(メタ)アクリレ
ート、オクタフルオロペンチル(メタ)アクリレート、
テトラヒドロヘキサデカフルオロデシル(メタ)アクリ
レートからなる群から選択される少なくとも1種類の化
合物である特許請求の範囲第(1)項に記載の含水性ソ
フトコンタクトレンズ。(2) Fluoroalkyl acrylate or fluoroalkyl methacrylate is trifluoroethyl (meth)
acrylate, tetrafluoropropyl (meth)acrylate, hexafluoroisopropyl (meth)acrylate, octafluoropentyl (meth)acrylate,
The water-containing soft contact lens according to claim (1), which is at least one compound selected from the group consisting of tetrahydrohexadecafluorodecyl (meth)acrylate.
タクリレートを含有する特許請求の範囲第(1)項また
は第(2)項に記載の含水性ソフトコンタクトレンズ。(3) The hydrous soft contact lens according to claim (1) or (2), wherein the composition further contains 10 to 20% by weight of methyl methacrylate.
を含有する特許請求の範囲第(1)項乃至第(3)項の
いずれかに記載の含水性ソフトコンタクトレンズ。(4) The hydrous soft contact lens according to any one of claims (1) to (3), wherein the composition further contains 0.1 to 10% by weight of a crosslinking agent.
ート、ジエチレングリコールジメタクリレート、トリエ
チレングリコールジメタクリレート、エチレングリコー
ルジアクリレート、ジエチレングリコールジアクリレー
ト、トリエチレングリコールジアクリレート、アリルメ
タクリレート、アリルアクリレート、ビニルメタクリレ
ート、コハク酸ジアリル、コハク酸ジビニル、トリメチ
ロールプロパントリメタクリレート、フタル酸ジアリル
、ジビニルベンゼン、ペンタエリスリトールテトラメタ
クリレート、トリアリルイソシアヌレートからなる群か
ら選択される少なくとも1種の多官能性単量体である特
許請求の範囲第(4)項に記載の含水性ソフトコンタク
トレンズ。(5) The crosslinking agent is ethylene glycol dimethacrylate, diethylene glycol dimethacrylate, triethylene glycol dimethacrylate, ethylene glycol diacrylate, diethylene glycol diacrylate, triethylene glycol diacrylate, allyl methacrylate, allyl acrylate, vinyl methacrylate, diallyl succinate. , divinyl succinate, trimethylolpropane trimethacrylate, diallyl phthalate, divinylbenzene, pentaerythritol tetramethacrylate, and triallyl isocyanurate. The water-containing soft contact lens according to item (4).
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP62128036A JP2558699B2 (en) | 1987-05-27 | 1987-05-27 | Hydrous soft contact lens |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP62128036A JP2558699B2 (en) | 1987-05-27 | 1987-05-27 | Hydrous soft contact lens |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS63293520A true JPS63293520A (en) | 1988-11-30 |
JP2558699B2 JP2558699B2 (en) | 1996-11-27 |
Family
ID=14974928
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP62128036A Expired - Fee Related JP2558699B2 (en) | 1987-05-27 | 1987-05-27 | Hydrous soft contact lens |
Country Status (1)
Country | Link |
---|---|
JP (1) | JP2558699B2 (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0270713A (en) * | 1988-07-05 | 1990-03-09 | Ciba Geigy Ag | Dimethylacrylamide copolymer hydrogel having high oxygen permeability |
US4954587A (en) * | 1988-07-05 | 1990-09-04 | Ciba-Geigy Corporation | Dimethylacrylamide-copolymer hydrogels with high oxygen permeability |
JP2010132769A (en) * | 2008-12-04 | 2010-06-17 | Kyoeisha Chem Co Ltd | Surface conditioner for coating agent |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5155391A (en) * | 1974-09-17 | 1976-05-15 | Nat Res Dev | HIDOROGER UKEISEI HORIMAA |
JPS6238418A (en) * | 1985-08-13 | 1987-02-19 | Seiko Epson Corp | Contact lens |
-
1987
- 1987-05-27 JP JP62128036A patent/JP2558699B2/en not_active Expired - Fee Related
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5155391A (en) * | 1974-09-17 | 1976-05-15 | Nat Res Dev | HIDOROGER UKEISEI HORIMAA |
JPS6238418A (en) * | 1985-08-13 | 1987-02-19 | Seiko Epson Corp | Contact lens |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0270713A (en) * | 1988-07-05 | 1990-03-09 | Ciba Geigy Ag | Dimethylacrylamide copolymer hydrogel having high oxygen permeability |
US4954587A (en) * | 1988-07-05 | 1990-09-04 | Ciba-Geigy Corporation | Dimethylacrylamide-copolymer hydrogels with high oxygen permeability |
JP2010132769A (en) * | 2008-12-04 | 2010-06-17 | Kyoeisha Chem Co Ltd | Surface conditioner for coating agent |
Also Published As
Publication number | Publication date |
---|---|
JP2558699B2 (en) | 1996-11-27 |
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