TWI232972B - Oxygen-permeable hard contact lenses - Google Patents
Oxygen-permeable hard contact lenses Download PDFInfo
- Publication number
- TWI232972B TWI232972B TW091123189A TW91123189A TWI232972B TW I232972 B TWI232972 B TW I232972B TW 091123189 A TW091123189 A TW 091123189A TW 91123189 A TW91123189 A TW 91123189A TW I232972 B TWI232972 B TW I232972B
- Authority
- TW
- Taiwan
- Prior art keywords
- oxygen
- lens
- meth
- rigid contact
- contact lens
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/22—Esters containing halogen
-
- 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
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
- G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
- G02B1/041—Lenses
- G02B1/043—Contact lenses
Landscapes
- Physics & Mathematics (AREA)
- Health & Medical Sciences (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Chemical & Material Sciences (AREA)
- Ophthalmology & Optometry (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Eyeglasses (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Description
1232972 ⑴ 玖、發明說明 (發明說明應敘明:發明所屬之技術領域、先前技術、内容、實施方式及圖式簡單說明) 發明目的 本發明係關於—種透氧性硬性隱形眼鏡。本發明之透氧 性硬性隱形眼鏡,其不僅鏡片中心厚度薄,對角膜之氧氣 供應能力高’有優越之安全性外,並能減少使用中之破損 且耐久性问。 背 具 景技術 因隱形眼知為直接接觸眼(角膜)所使用之視力矯正工 ,所以必具有優越之光學特性,且有十足之安全性為其1232972 玖 发明, description of the invention (the description of the invention should state: the technical field to which the invention belongs, the prior art, the content, the embodiments, and the drawings briefly) Purpose of the invention The present invention relates to an oxygen-permeable rigid contact lens. The oxygen-permeable rigid contact lens of the present invention not only has a thin center thickness of the lens, but also has superior safety to the cornea's high oxygen supply capacity, and can reduce damage and durability during use. Back view technology Because the invisible eye is known as a vision corrector used in direct contact with the eye (cornea), it must have superior optical characteristics and be fully safe for it.
必要條件。角膜為無血組織,且 動,從大氣中氧氣之供給是不可 氧性為目的進行素材開發之結果 多種隱形眼鏡材料及隱形眼鏡。 所提案含梦之苯乙烯衍生物及含 物為必須成份之眼用鏡片材料。 為維持角膜細胞之代謝活 欠缺的。在此,以提高透 ’開發了具高透氧係數之 如在特開平6-4 1242號公報 氟化燒基S旨之苯乙締衍生 但,以往高透氧係 而有降低了對衝擊和 點。 隨著其透氧係數變 曲 < 破壞強度有鏡片易破損Necessary conditions. The cornea is a bloodless tissue and is dynamic. The development of materials from the supply of oxygen in the atmosphere is non-aerobic. The result is a variety of contact lens materials and contact lenses. The proposed dream-containing styrene derivatives and inclusions are essential ophthalmic lens materials. In order to maintain the metabolic activity of corneal cells. Here, in order to improve the permeability, we have developed a styrene derivative with a high oxygen permeability coefficient such as that described in JP 6-4 1242. However, in the past, the high oxygen permeability system has reduced impact and point. As its oxygen permeability changes, < breaks the strength, the lens is easy to break
為改善如上述之缺 方法,該隱形眼鏡比 (特開平 11-3 14283)。 其強度,但未能達到 鏡片於鏡片脫戴使用 情況。 署占 、 &案一種製造透氧性隱形眼鏡之 以往鏡片JJ 一 5 /、向壓縮破壞強度及難破損 '此’去所得之隱形眼鏡雖可改善 〃足其耐久性。特別是,帶有傷痕之 時等之反、A 伐她加硬力,而造成有破損 1232972 _ m 發明說明續頁 本發明係以上述先前技術為借鏡所發明之物,其目的為 提供一種透氧性硬性隱形眼鏡,其能供應角膜生理學上充 足之氧氣,且具優越之耐久性。 發明揭示 本發明係關於一種透氧性硬性隱形眼鏡,其包含透氧係 數為20 X lOAcm^cm/cmhsec.mmHg以上之聚合體,且以鏡 片中心厚度0.010-0.125 mm為特徵之頂點折射力為-6.00D以 上。In order to improve the method as described above, the contact lens is better than that of JP-A-Heisei 11-3 14283. Its strength, but failed to achieve the lens in the lens wear and tear situation. In the former case, & a kind of conventional lens JJ-5 which manufactures oxygen-permeable contact lenses, the contact lenses obtained by compressive destruction strength and difficult to break 'this' can improve the durability. In particular, when it has a scar, it is damaged by A vata hardening, resulting in damage. 1232972 _ m Description of the Invention Continued The present invention is an object invented based on the above-mentioned prior art, and its purpose is to provide a transparent Oxygen rigid contact lenses can supply physiologically sufficient oxygen to the cornea, and have superior durability. The invention discloses that the present invention relates to an oxygen-permeable rigid contact lens, which comprises a polymer having an oxygen permeability coefficient of 20 X lOAcm ^ cm / cmhsec.mmHg or more, and an apex refractive power characterized by a lens center thickness of 0.010-0.125 mm is -Above 6.00D.
實施發明之最佳形態 本發明之透氧性硬性隱形眼鏡,其鏡片中心厚度為 0.010-0.125 mm之範圍内,且頂點折射力之值為-6.00D以上。The best mode for carrying out the invention The oxygen-permeable rigid contact lens of the present invention has a lens center thickness in the range of 0.010-0.125 mm and a vertex refractive power value of -6.00D or more.
在本說明書中所謂「鏡片之中心厚度」是指鏡片之光學 部之中心部份(光學中心)的厚度,而「頂點折射力之值」 為指鏡片折射度。球面鏡片之情況為依頂點折射力之值變 小,而使鏡片前後之曲率的差變大,必然使得鏡片周邊部 之厚度變大。因此,為使鏡片全體之厚度變薄,即使中心 厚度減薄也可藉由周邊部之厚度來保持鏡片強度。另一方 面,依頂點折射力之值變大而使鏡片前後之曲率的差變 小,如為使鏡片全體厚度減薄而減薄中心厚度的話,周邊 部之厚度也變薄而產生鏡片強度降低。因此,一般市販之 -6.00D以上頂點折射力值之透氧性隱形目艮鏡,從強度之觀 點而言,擁有0.150 mm以上之中心厚度。 在本發明著眼於該鏡片中心厚度,並發現於透氧係數為 20父10'11(:〇13(3丁?)*(:〇1/(:1112*56(:*1111111^以上之材料所構成隱形 眼鏡之中心厚度設定於上述範圍時,並不產生如實際使用 1232972 (3) 發明諱明續頁. 上強度不足之問題,且寧可為使鏡片彎曲變易,應力於全 體分散變易,明顯提高反覆加應力於鏡片之鏡片耐久性(實 際適用環境下之耐久性)。In this specification, the "center thickness of the lens" refers to the thickness of the center portion (optical center) of the optical portion of the lens, and the "apex refractive power value" refers to the refractive power of the lens. In the case of a spherical lens, the value of the refractive power at the vertex becomes smaller, and the curvature difference between the front and rear of the lens becomes larger, which inevitably makes the thickness of the peripheral portion of the lens larger. Therefore, in order to reduce the thickness of the entire lens, even if the center thickness is reduced, the strength of the lens can be maintained by the thickness of the peripheral portion. On the other hand, as the value of the refractive power of the vertex becomes larger, the difference in curvature between the front and back of the lens becomes smaller. If the center thickness is reduced in order to reduce the overall thickness of the lens, the thickness of the peripheral portion is also reduced, resulting in a reduction in lens strength. . Therefore, in general, an oxygen-permeable invisible eyepiece lens with a vertex refractive index of -6.00D or more has a center thickness of 0.150 mm or more from the viewpoint of strength. The present invention focuses on the thickness of the center of the lens, and finds that the oxygen permeability coefficient is 20 and 10'11 (: 〇13 (3 丁?) * *:: 〇1 / (: 1112 * 56 (: * 1111111 ^ or more) When the center thickness of the formed contact lens is set in the above range, it does not cause the problem of insufficient strength as in the actual use of 1232972 (3) Invention. It is better to make it easier to bend the lens and to disperse the stress. Improving the durability of the lens repeatedly stressed (durability under practical conditions).
鏡片中心厚度超過0.125 mm之情況下,因鏡片之剛直性 變高且應力集中在彎曲多的地方(應力較弱地方),降低 了對反覆變動應力之耐久性。在鏡片中心厚度未滿0.0 1 0 mm 之情況下,因降低了鏡片形狀保持能力,而降低了視力矯 正能力。從視力矯正能力及對反覆變動應力之耐久性之觀 點來看,鏡片中心厚度為0.050-0.120 mm之範圍内為佳, 0.070-0.105 mm之範圍内為較佳。When the thickness of the lens center exceeds 0.125 mm, the rigidity of the lens becomes high and the stress is concentrated in the place where there is a lot of bending (where the stress is weaker), which reduces the durability against repeated changes in stress. When the center thickness of the lens is less than 0.010 mm, the ability to maintain the shape of the lens is reduced, which reduces the vision correction ability. From the viewpoint of vision correction ability and durability against repeated changes in stress, the lens center thickness is preferably in the range of 0.050-0.120 mm, and more preferably in the range of 0.070-0.105 mm.
在本發明之透氧性硬性隱形眼鏡,從視力矯正能力及對 反覆變動應力之耐久性之觀點來看,鏡片之易彎曲率(鏡 片之剛直性)之指標維克式(vickers)硬度為5-15之範圍内為 佳,5-10之範圍内為較佳。又從相同之觀點來看,作為本 發明之透氧性硬性隱形眼鏡之壓縮彈性率,10-100gf之範 圍内為佳,20-90gf之範圍内為較佳。又,所謂壓縮彈性率 為鏡片易彎曲率之指標,該值變小的話鏡片彎曲則變易, 該值變大的話鏡片之剛直性則變高。 使用本發明之透氧性硬性隱形眼鏡之聚合物之透氧係數 為 20X 10_ucm3*cm/cm2esec*mmHg以上。 在本說明書中所謂「透氧係數」為以對聚合物之氧溶解 度係數與聚合物中氧之擴散係數之積所表示,具體而言, 為指藉由隱形眼鏡協會標準測定法「硬性隱形眼鏡之透氧 性測定法」所測定之值。 Ϊ232972 _ (4) I發明說明續頁 永合物之透氧係數為未滿20 X 1〇_丨丨cm3*cm/cm2*sec*mmHg 之情況下,不能供應角膜生理學上充足之氧氣,而產生角 膜氧氣不足導致造成有眼睛毛病之情況。又,聚合體之透 氧係數變高的話,會有降低耐污染性之傾向。因此,從鏡 片透氧性及耐污染性之觀點而言,聚合物之透氧係數為2〇 X l〇’u-200 X l〇-ncm、cm/cm2*sec.mmHg之範圍内為佳,2〇 x Μ’ιι-ΗΟ X lO-iicm'cm/cm^sec.mmHg之範圍内為較佳,2〇 x M^IOOX 10-"cm3.cm/cm、sec*mmHg之範圍内為更佳。 構成本發明之透氧性硬性隱形眼鏡之聚合物為,從使用 於透氧性硬性隱形眼鏡之公知物中適當地選出即可,但從 要高透氧係數觀點而s ,含有有碎氧燒基單體單元之物為 铗。像這樣之單體,舉例為三(三甲基甲矽烷氧基)甲矽烷 基兩基(甲基)丙晞酸酯、庚基三矽氧烷基乙基(甲基)丙晞 较酯、戊基二矽氧烷基(甲基)丙埽酸酯、異丁基己基三矽 氧垸基(甲基)丙晞酸酯、甲基二(三甲基甲矽烷氧基广(甲 基)丙埽基經甲基矽烷、甲基丙埽酸正-丙基辛基四矽氧燒 碁两酯、戊基二(三甲基甲矽烷氧基H甲基)丙烯基羥甲基 矽嫁、第三丁基四甲基二矽氧烷基乙基(甲基)丙烯酸酯等 含矽氧烷基之(甲基)丙烯酸酯;[三(三甲基甲矽烷氧基) f矽烷基丙基](甲基)丙烯醯胺、N-(庚基三矽氧烷基乙基) (f基)丙烯醯胺、N-(戊基二矽氧烷基)(甲基)丙烯醯胺、 (異丁基己基三矽氧烷基)(甲基)丙婦醯胺、(正丙辛基 奴矽氧烷基丙基)(甲基)丙晞醯胺、Ν·(異丁基四甲基二矽 氧嫁基乙基)(甲基)丙婦醯胺等含石夕氧烷基之(甲基)丙缔酿 1232972 _ r5^ 發明說明續頁 胺等。這些中,從對反覆變動應力之耐久性及耐污染性之 觀點來看,含矽氧烷基之(甲基)丙晞醯胺為佳,N-[三(三 甲基甲矽烷氧基)甲矽烷基丙基](甲基)丙烯醯胺為更佳。 含上述矽烷氧基之單體為只使用一種類可,二種類以上併 用也可。 又,在本說明書中所謂[(甲基)丙婦酸酯]是指[丙烯酸酯] 及/或[甲基丙烯酸酯]。所謂[(甲基)丙晞氧基甲基矽烷]是 指[丙烯氧基甲基矽烷]及/或[甲基丙晞氧基甲基矽烷]。 又,所謂[(甲基)丙婦醯胺]是指[丙婦醯胺]及/或[甲基丙烯 醯胺]。 加含上述矽氧烷基之單體單元,藉由使用含有有氟原子 單體單元之聚合物能得到高透氧係數及高透氧率,且有優 越之耐污染性、整體均衡之硬性隱形眼鏡。 作為含氟原子之單體,舉例為有2,2,2-三氟乙基(甲基) 丙烯酸酯、2, 2, 2, 2’,2’,2’-六氟異丙基(甲基)丙烯酸酯、2, 2, 3, 3, 4, 4, 4-七氟丁基(甲基)丙晞酸酯、2, 2, 3, 3, 4, 4, 5, 5, 6, 6, 7, 7, 8, 8, 8-十五氟辛基(甲基)丙烯酸酯、2, 2, 3, 3, 4, 4, 5, 5, 6, 6, 7, 7, 8, 8, 9, 9-十六氟壬基(甲基)丙晞酸酯等之(甲基) 丙烯酸氟烷酯,其中能使用一種類或二種類以上。為得到 含所希望透氧係數之聚合物,含矽氧烷基之單體單元與含 氟原子單體單元之重量比在70: 30〜30 : 70之範圍内為佳, 對聚合物全重量而言含矽氧烷基之單體單元與含氟原子單 體單元之總量為30〜70重量%為佳。 構成本發明之透氧性硬性隱形眼鏡之聚合物為,從形狀 -10- 1232972 (6) 發明說明績頁 安定 單體 作 醇二 基二 酯、 至少 聚合 單體 佳。 片之 所得 又 提南 為佳 作 羥丙 氧基 二酸 丙晞 醯胺 晞酸 基)0 叶匕淀 性之觀點而言,在分子中含有至少有兩種聚合性基之 單元為佳。 為在分子中至少有兩種聚合性基之單體,舉例為乙二 (甲基)丙晞酸酯、二乙二醇二(甲基)丙晞酸酯等之烷 醇二(甲基)丙晞酸酯、三羥甲醇丙烷三(甲基)丙烯酸 異戊四醇之四或三(甲基)丙婦酸酯等。可只使用一種 含兩種這些聚合基之單體,也可併用二種類以上。在 物中使含至少有兩種聚合基之單體單元之情況下,該 單元之含有量使為聚合物全重量之0.1〜20重量%為 該單體單元之含有量未滿0.1重量%之情況下,所得鏡 形狀安定性有下降之傾向,如超過20重量%之情況下, 鏡片有變脆之傾向。 ,構成本發明之透氧性硬性隱形眼鏡之聚合物為,從 對水之沾濕性觀點而言,含親水性單體單元之聚合物In the oxygen-permeable rigid contact lens of the present invention, from the viewpoint of vision correction ability and durability against repeated changes in stress, the Vickers hardness of the lens is an indicator of the bendability (rigidity of the lens) of 5 A range of -15 is preferable, and a range of 5-10 is more preferable. From the same point of view, the compression elasticity of the oxygen-permeable rigid contact lens of the present invention is preferably in the range of 10-100 gf, and more preferably in the range of 20-90 gf. The compressive elastic modulus is an index of the flexibility of the lens. The smaller the value, the easier the lens is to bend, and the larger the value, the higher the rigidity of the lens. The oxygen permeability coefficient of the polymer using the oxygen-permeable rigid contact lens of the present invention is 20X 10_ucm3 * cm / cm2esec * mmHg or more. As used herein, the "oxygen permeability coefficient" is expressed as the product of the oxygen solubility coefficient of the polymer and the diffusion coefficient of oxygen in the polymer. Specifically, it refers to the "rigid contact lens" by the standard measurement method of the Contact Lens Association. "Measurement of oxygen permeability". Ϊ232972 _ (4) I Description of the invention Continued page Permanent compound oxygen permeability coefficient is less than 20 X 1〇_ 丨 cm3 * cm / cm2 * sec * mmHg, the corneal physiologically sufficient oxygen cannot be supplied, and Insufficient corneal oxygen can cause eye problems. In addition, when the oxygen permeability coefficient of the polymer is increased, the pollution resistance tends to be lowered. Therefore, from the viewpoint of lens oxygen permeability and stain resistance, the polymer's oxygen permeability coefficient is preferably in the range of 20 × 10′-200 × 10-ncm, cm / cm2 * sec.mmHg. , 20 × Μ′ιι-ΗΟ X lO-iicm'cm / cm ^ sec.mmHg is more preferable, and 20 × M ^ IOOX 10- " cm3.cm/cm, sec * mmHg For the better. The polymer constituting the oxygen-permeable rigid contact lens of the present invention may be appropriately selected from publicly known materials used for oxygen-permeable rigid contact lenses. However, from the viewpoint of requiring a high oxygen permeability coefficient, s contains crushed oxygen. The base monomer unit is fluorene. Examples of such monomers are tris (trimethylsilyloxy) silyldiyl (meth) propionate, heptyltrisilylethyl (methyl) propionate, Pentyl disoxyalkyl (meth) propionate, isobutylhexyl trisiloxane (meth) propionate, methyl bis (trimethylsilyloxy) (methyl) Propionyl via methylsilyl, n-propyloctyltetraoxytetraoxomethyl ester of methylpropionate, pentylbis (trimethylsilyloxyHmethyl) propenylhydroxymethylsilyl, Tertiary butyltetramethyldisoxyalkyl ethyl (meth) acrylate and other (meth) acrylates containing siloxy groups; [tris (trimethylsilyloxy) f silylpropyl ] (Meth) acrylamide, N- (heptyltrisilyloxyethyl) (f-based) acrylamide, N- (pentyldisilaxyl) (meth) acrylamide, ( Isobutylhexyltrisilyl) (meth) propanamine, (n-propyloctylsilylsilylpropyl) (meth) propanil, N · (isobutyltetramethyl) Disoxyxanyl ethyl) (meth) trimethoprim (Meth) acrylic acid 1232972 _ r5 ^ Description of the invention Continuation of amines, etc. Among these, from the viewpoint of durability and pollution resistance to repeated stress, siloxane-containing (meth) acrylic acid Amidoamine is preferred, and N- [tris (trimethylsilyloxy) silylpropyl] (meth) acrylamidonium is more preferred. Monomers containing the above-mentioned silyloxy group may be used in one type. Two or more types may be used in combination. In this specification, [(meth) propionate] means [acrylate] and / or [methacrylate]. The so-called [(meth) propanoate] [Methylmethylsilane] refers to [acryloxymethylsilane] and / or [methylpropoxymethylsilane]. The term "((meth) propylammonamine]" refers to [propylammonamine] ] And / or [methacrylamide]. By adding the above siloxane-containing monomer unit, a polymer having a fluorine atom-containing monomer unit can be used to obtain a high oxygen permeability coefficient and a high oxygen permeability, and Hard contact lenses with excellent pollution resistance and overall balance. Examples of monomers containing fluorine atoms include 2,2,2-trifluoroethyl (meth) acrylate, 2, 2, 2, 2 ', 2', 2'-hexafluoroisopropyl (meth) acrylate, 2, 2, 3, 3, 4, 4, 4-heptafluorobutyl (meth) propionate, 2, 2, 3, 3, 4, 4, 5, 5, 6, 6, 7, 7, 8, 8, 8-pentadecafluorooctyl (meth) acrylate, 2, 2, 3, 3, 4, 4, 5, 5, 6, 6, 7, 7, 8, 8, 9, 9-Hexadecafluorononyl (meth) propionate and other (meth) acrylic fluoroalkyl acrylates, of which one Or more. In order to obtain a polymer containing a desired oxygen permeability coefficient, the weight ratio of the siloxane-containing monomer unit to the fluorine atom-containing monomer unit is preferably within a range of 70: 30 to 30: 70. For the total weight of the polymer, the total amount of the siloxane-containing monomer unit and the fluorine atom-containing monomer unit is preferably 30 to 70% by weight. The polymer constituting the oxygen-permeable rigid contact lens of the present invention has a shape from -10- 1232972 (6) Description of the invention. The stable monomer is preferably an alcohol diester and at least a polymerized monomer. From the tablet, it is better to mention nan as hydroxypropoxy diacid, propyl hydrazone, ammonium acetic acid, etc.) From the viewpoint of the property, it is preferable that the unit contains at least two polymerizable groups in the molecule. It is a monomer having at least two polymerizable groups in the molecule, and examples are alkanol bis (methyl) such as ethylene di (meth) propionate, diethylene glycol bis (meth) propionate, and the like. Propionate, tetramethylolpropane, tris (meth) acrylate isoprene tetraol or tris (meth) propionate, etc. Only one monomer containing two of these polymerizable groups may be used, or two or more kinds may be used in combination. In the case where a monomer unit containing at least two kinds of polymer groups is used, the content of the unit is 0.1 to 20% by weight based on the total weight of the polymer, and the content of the monomer unit is less than 0.1% by weight. In this case, the stability of the obtained lens shape tends to decrease, and if it exceeds 20% by weight, the lens tends to become brittle. The polymer constituting the oxygen-permeable rigid contact lens of the present invention is a polymer containing a hydrophilic monomer unit from the viewpoint of wettability to water.
為親水性單體,舉例為2-羥乙基(甲基)丙烯酸酯、2-基(甲基)丙晞酸酯、2-羥丁基(甲基)丙晞酸酯等含氫 之(甲基)丙晞酸酯;丙晞酸、甲基丙烯酸、亞甲基丁 、反丁晞二酸、順丁晞二酸、肉桂酸鹽等不飽和碳酸; 醯胺、甲基丙晞醯胺、二甲基丙婦醯胺、二乙基丙烯 等(甲基)丙稀醯胺;甲基丙晞酸環氧丙酯等之甲基丙 環氧烷酯;聚乙二醇單(甲基)丙晞酸酯、聚丙二醇單(甲 !晞酸酯等之烷二醇(甲基)丙烯酸酯;N-乙烯基-2-戊 酮、N-乙烯基-2-说咯酮、N-乙烯基-6-己内先胺、N- -11 - 1232972 發明說明續頁 (7)Is a hydrophilic monomer, such as 2-hydroxyethyl (meth) acrylate, 2-yl (meth) propionate, 2-hydroxybutyl (meth) propionate and other hydrogen-containing ( Methyl) propionate; unsaturated carbonic acid such as malonate, methacrylic acid, methylene butyrate, fumarate, maleic acid, cinnamate, etc; (Meth) acrylamide such as dimethylpropanamine, diethylpropene, etc .; methacrylic acid alkyl esters such as propylene glycol methylpropionate; polyethylene glycol mono (methyl ) Propionate, polypropylene glycol mono (methylene glycol, etc., alkanediol (meth) acrylates; N-vinyl-2-pentanone, N-vinyl-2-salone, N- Vinyl-6-caprolactam, N-11-1232972 Description of the Invention Continued (7)
乙烯基-3-甲基-2-吡咯酮、N-乙烯基-3-甲基-戊吡啶酮、N-乙晞基-3-甲基-6-己内先胺、N -乙烯基-4-甲基-2-吡咯酮、 N -乙烯基-4-甲基-2-戊吡啶酮、N -乙烯基-4-甲基-6-己内先 胺、N-乙烯基-5-甲基-2-吡咯酮、N-乙晞基-5-甲基-2-戊吡 啶酮、N-乙烯基-5-甲基-6-己内先胺、N-乙烯基-6-甲基-6-己内先胺、N-乙晞基-3-甲基-2-吡咯酮、N -乙晞基-4,5-二 甲基-2-吡咯酮、N-乙晞基-5,5-二甲基-2-咐咯酮、N-乙烯 基- 3,3,5-三甲基-2-吡咯酮、N-乙晞基-5-甲基-5-乙基-2-吡 咯酮、N -乙烯基- 3,4,5-三甲基-3-乙基-2-吡咯酮、N -乙晞基 -6-甲基-戊p比症I同、N-乙烯基-6-乙基-2—戊p比淀酮、N-乙 烯基- 3,5-二甲基-2-戊吡啶酮、N -乙烯基-4,4-二甲基-2-戊 ρ比呢§同、N -乙缔基-5 -乙基-6 -己内先胺、N -乙婦基-3,5 -二 甲基-6-己内先胺、Ν-乙晞基-4,6-二甲基-6-己内先胺、Ν-乙晞基-2,4,6-三甲基-6-己内先胺等之Ν-乙烯基内先胺。這 些親水性單體只使用一種類也可,併用二種類以上也可。 在聚合物中使含有親水性單體單元之情況下,該單體單元 之含有量使為聚合物全重量之0.1〜20重量%為佳。該單體 單元之含有量未滿0.1重量%之情況下,所得鏡片之沾濕性 有下降之傾向,如超過20重量%之情況下,所得鏡片有吸 水性變高之傾向而降低了強度。 再者,構成本發明之透氧性硬性隱形眼鏡之聚合物為, 從提高強度之觀點而言,含(甲基)丙烯酸烷酯單元之聚合 物為佳。作為(甲基)丙晞酸烷酯,舉例為(甲基)丙烯酸甲 酯、(甲基)丙烯酸乙酯、(甲基)丙晞酸正丙酯、(甲基)丙 -12- 1232972 (8) 發明辨明續頁Vinyl-3-methyl-2-pyrrolidone, N-vinyl-3-methyl-pentylpyridone, N-ethylfluorenyl-3-methyl-6-caprolactam, N-vinyl- 4-methyl-2-pyrrolidone, N-vinyl-4-methyl-2-pentylpyridone, N-vinyl-4-methyl-6-caprolactam, N-vinyl-5- Methyl-2-pyrrolidone, N-ethylfluorenyl-5-methyl-2-pentylpyridone, N-vinyl-5-methyl-6-caprolactam, N-vinyl-6-methyl -6-caprolactam, N-ethylfluorenyl-3-methyl-2-pyrrolidone, N-ethylfluorenyl-4,5-dimethyl-2-pyrrolidone, N-ethylfluorenyl- 5,5-Dimethyl-2-pyrrolidone, N-vinyl- 3,3,5-trimethyl-2-pyrrolidone, N-ethylfluorenyl-5-methyl-5-ethyl- 2-pyrrolidone, N-vinyl- 3,4,5-trimethyl-3-ethyl-2-pyrrolidone, N-ethylfluorenyl-6-methyl-pentanylpyridine I, N- Vinyl-6-ethyl-2-pentylpyridone, N-vinyl-3,5-dimethyl-2-pentylpyridone, N-vinyl-4,4-dimethyl-2- Pentamidine is the same as N-Ethyl-5-ethyl-6-caprolactam, N-ethynyl-3,5-dimethyl-6-caprolactam, N-acetamidine N-ethylene such as methyl-4,6-dimethyl-6-caprolactam, N-ethyl-2,4,6-trimethyl-6-caprolactam, etc. In the first amine. These hydrophilic monomers may be used singly or in combination of two or more kinds. When a hydrophilic monomer unit is contained in the polymer, the content of the monomer unit is preferably 0.1 to 20% by weight based on the total weight of the polymer. When the content of the monomer unit is less than 0.1% by weight, the wettability of the obtained lens tends to decrease. If it exceeds 20% by weight, the obtained lens tends to have high water absorption and lower strength. The polymer constituting the oxygen-permeable rigid contact lens of the present invention is preferably a polymer containing an alkyl (meth) acrylate unit from the viewpoint of improving strength. Examples of alkyl (meth) propanoate include methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) propionate, and (meth) propan-12-1232972 ( 8) Identifying continuations of inventions
烯酸異丙酯、(甲基)丙烯酸正丁酯、(甲基)丙烯酸異丁酯、 (甲基)丙晞酸第三丁酯、(甲基)丙晞酸正己酯、(甲基)丙 烯酸環己酯、(甲基)丙烯酸硬酯等。這些(甲基)丙烯酸烷 酯只使用一種類也可,併用二種類以上也可。在聚合物中 使含有(甲基)丙烯酸烷酯單元之情況下,該(甲基)丙烯酸 烷酯單元之含有量使為聚合物全重量之0.1〜20重量%為 佳。該單體單元之含有量未滿0.1重量%之情況下,所得鏡 片之強度有下降之傾向,如超過20重量%之情況下,降低 了所得鏡片之透氧性。Isopropyl enoate, n-butyl (meth) acrylate, isobutyl (meth) acrylate, tert-butyl (meth) propionate, n-hexyl (meth) propionate, (meth) Cyclohexyl acrylate, (meth) acrylic hard ester, and the like. These alkyl (meth) acrylates may be used singly or in combination of two or more kinds. When the polymer contains alkyl (meth) acrylate units, the content of the alkyl (meth) acrylate units is preferably from 0.1 to 20% by weight based on the total weight of the polymer. When the content of the monomer unit is less than 0.1% by weight, the strength of the obtained lens tends to decrease. If it exceeds 20% by weight, the oxygen permeability of the obtained lens is reduced.
構成本發明之透氧性硬性隱形眼鏡之聚合物為,上述單 體單元和同時在不妨礙本發明之目的之範圍内,因應必要 也可含上述以外之單體單元。作為像這樣單體單元之例子 為從乙酸乙晞酯、酪酸乙烯酯、月桂酸乙烯酯等之脂肪酸 乙晞酯;亞甲基丁二酸二甲酯、亞甲基丁二酸二乙酯等之 亞甲基丁二酸二酯所衍生之單元,只使用這些單體單元一 種類也可,或併用二種類以上也可。在聚合物中使含有這 些單體單元之情況下,因能得到有上述優越特性之聚合物 及透氧性硬性隱形眼鏡,該單體單元之含有量使為聚合物 全重量約1 0重量%以下為佳。 又本發明以得到有色之透氧性硬性隱形眼鏡為目的,故 其也可含有色素。 以所希望之比例聚合含上述單體之聚合性組合物,藉由 成型隱形眼鏡形狀,能製造透氧性硬性隱形眼鏡。作為聚 合方法,可採用通常使用於聚合聚合性單體之方法,一般 -13 - 1232972 發明說明續頁 (9) 為添加熱活性化聚合起始劑及能量線(光等)活性化聚合起 始劑之一方或兩方於聚合性組合物,使用加熱聚合或光聚 合方法。在此之中從得到光學上不偏移之隱形眼鏡之觀點 而言,使用熱活性化聚合起始劑來加熱聚合上述聚合性組 合物為佳。The polymer constituting the oxygen-permeable rigid contact lens of the present invention includes the above-mentioned monomer units and monomer units other than those described above, if necessary, as long as the object of the present invention is not impaired. Examples of such monomer units are fatty acid ethyl acetate from ethyl acetate, vinyl butyrate, vinyl laurate, and the like; dimethyl methylene succinate, diethyl methylene succinate, and the like As the unit derived from the methylene succinate diester, only one type of these monomer units may be used, or two or more types may be used in combination. When these monomer units are contained in the polymer, since the polymer having the above-mentioned superior characteristics and the oxygen-permeable rigid contact lens can be obtained, the content of the monomer unit is about 10% by weight based on the total weight of the polymer. The following is better. In addition, the present invention aims to obtain colored oxygen-permeable rigid contact lenses, so it may contain a pigment. By polymerizing a polymerizable composition containing the above-mentioned monomers in a desired ratio, and forming a contact lens shape, an oxygen-permeable rigid contact lens can be produced. As the polymerization method, a method generally used for polymerizing polymerizable monomers may be adopted. General -13-1232972 Description of the Invention Continued (9) is the addition of a thermally activated polymerization initiator and energy ray (light, etc.) activated polymerization initiation. One or both of the agents are used in the polymerizable composition, and a heat polymerization method or a photopolymerization method is used. Among these, from the viewpoint of obtaining contact lenses that are not optically offset, it is preferable to heat-polymerize the polymerizable composition using a thermally activated polymerization initiator.
使用熱活性化聚合起始劑於加熱聚合聚合性組合物時, 使用溫度調節較容易之恆溫槽、熱風循環式加熱裝置等為 佳。作為熱活性化聚合起始劑,舉例為苯甲醯基過氧化物、 異丙基過氧化物、12醯過氧化物、甲乙酮過氧化物等之過 氧化物系熱活性化聚合起始劑;2,2’-偶氮異丁腈、2,2’-偶氮異丁酸甲酯、2,2’-偶氮二甲基戊腈、2,2’-偶氮異丁 醯胺、2,2 ’ -偶氮酪酸二甲酯等之氮系熱活性化聚合起始 劑。能使用這些熱活性化聚合起始劑之一種類或二種類以 上。When using a thermally-activated polymerization initiator to heat the polymerizable polymerizable composition, it is preferable to use a thermostatic bath, a hot-air circulation type heating device, etc., which is easy to adjust the temperature. Examples of the thermally-activated polymerization initiator include peroxide-based thermally-activated polymerization initiators such as benzamyl peroxide, isopropyl peroxide, 12-fluorene peroxide, and methyl ethyl ketone peroxide; 2,2'-azoisobutyronitrile, 2,2'-azoisobutyric acid methyl ester, 2,2'-azodimethylvaleronitrile, 2,2'-azoisobutyramide, 2 , 2'-Azobutyric acid dimethyl and other nitrogen-based thermally active polymerization initiators. One or more of these thermally activated polymerization initiators can be used.
又,聚合起始劑之量並無特別限定,但通常為對於提供 聚合之全聚合性組合物100重量部之0.001-2之重量部程度。 對應隱形眼鏡之製造,為以往來被使用塑膠製隱形眼鏡 之製造方法,如(1)製造隱形眼鏡之切削研磨法,其為聚 合聚合性組合物使之成形,並切割、研磨所得之成形品。 (2)製造隱形眼鏡之模子法,其為在具有相當於隱形眼鏡 之型的模槽型内充填内聚合性組合物,並在該型内聚合成 型(3)製造隱形眼鏡之旋轉拋棄法,其為旋轉軸之周圍滴 下聚合性組合物於高速旋轉型面,在型面上放射狀地使聚 合性組合物流延擴散之同時聚合成型(4)製造隱形眼鏡之 -14- 1232972 發明說明讀頁 (10) 落料模法,其為在有能成型隱形眼鏡之一方的面之模槽型 内充填聚合性組合物,並在型内聚合成型,切割他方之面 並研磨之任一種方法皆能採用,並無特別限制。The amount of the polymerization initiator is not particularly limited, but it is usually about 0.001 to 2 parts by weight based on 100 parts by weight of the polymerizable composition to be polymerized. Corresponding to the manufacture of contact lenses, it is a conventional manufacturing method of contact lenses made of plastic, such as (1) a cutting and grinding method for manufacturing contact lenses, which is a polymerized composition formed by cutting and grinding, and a molded product obtained by cutting and grinding. . (2) a mold method for manufacturing contact lenses, which is a method of filling a polymerizable composition in a mold groove type having a shape equivalent to a contact lens and polymerizing the mold in the mold; (3) a rotary discard method for manufacturing contact lenses, It drips the polymerizable composition around the rotation axis on a high-speed rotation profile, and simultaneously polymerizes the polymerizable composition while diffusing the polymerizable composition radially on the profile surface. (4) -14-12972972 for making contact lenses (10) Blanking method, which is a method of filling a polymerizable composition in a mold groove type having one surface capable of molding contact lenses, and polymerizing and molding in the mold, cutting the other surface and grinding it There are no particular restrictions on its use.
又,本發明之透氧性硬性隱形眼鏡,使其鏡片中心厚度 做為0.010-0.125 mm以外,鏡片之直徑、鏡片之光學部之直 徑、光學部中心以外之光學部厚度、正面彎曲側之鏡片周 邊部半徑(曲率半徑)、弧度側之半徑(曲率半徑)、斜面彎 曲側之半徑(曲率半徑)、斜面寬度等之尺寸並無特別限 制,能適宜地來做決定。一般,鏡片直徑8.0-11.0 mm、光 學部直徑5.0-10.5 mm、再者正面彎曲側之鏡片周邊部半徑 (曲率半徑)6.(Μ〇·〇 mm、弧度側之半徑(曲率半徑)7.0-10.0 mm、斜面彎曲之半徑(曲率半徑)8.0-12.0 mm、斜面寬度0-2 mm為佳。In addition, in the oxygen-permeable rigid contact lens of the present invention, the center thickness of the lens is 0.010-0.125 mm, the diameter of the lens, the diameter of the optical portion of the lens, the thickness of the optical portion other than the center of the optical portion, and the lens on the front side. The dimensions of the radius of the periphery (curvature radius), the radius of the radian side (curvature radius), the radius of the curved side of the slope (curvature radius), and the width of the slope are not particularly limited, and can be appropriately determined. Generally, the diameter of the lens is 8.0-11.0 mm, the diameter of the optical part is 5.0-10.5 mm, and the radius (curvature radius) of the peripheral part of the lens on the front curved side is 6. (Μ〇 · 〇mm, the radius of the radian side (curvature radius) 7.0- 10.0 mm, the radius of curvature (curvature) of the slope is 8.0-12.0 mm, and the width of the slope is 0-2 mm.
以下為藉由實施例等更具體來說明關於本發明,但本發 明並不被此所限。於以下例子,透氧性硬性隱形眼鏡之維 克式(vickers)硬度、透氧係數、透氧率、壓縮彈性率、壓 縮曲折強度及對反覆變動應力之耐久性為由如下所測定或 評價的。 [維克式(vickers)硬度] 下述之施實例及比較例所得之透氧性硬性隱形眼鏡之維 克式(vickers)硬度為藉由維克式(vickers)硬度計(AKASHI公 司製)所測定。 [透氧係數及透氧率] 下述之施實例及比較例所得之共聚合物之透氧係數為使 -15- 1232972 觸說明續頁 (ii) 用製科研式薄膜透氧率計(理科精機工業股份有限公司 製),並以隱形眼鏡協會標準試驗法「隱形眼鏡之透氧性 測定法」為基準所測定。又,如此所得之透氧係數以鏡片 之中心厚度除之之值作為透氧率。 [壓縮彈性率]Hereinafter, the present invention will be described more specifically with reference to examples, but the present invention is not limited thereto. In the following examples, the vickers hardness, oxygen permeability coefficient, oxygen permeability, compressive elastic modulus, compressive tortuous strength, and durability to repeated changing stress of oxygen-permeable rigid contact lenses are measured or evaluated as follows . [Vickers hardness] The Vickers hardness of the oxygen-permeable rigid contact lenses obtained in the following application examples and comparative examples is obtained by a Vickers hardness tester (manufactured by AKASHI). Determination. [Oxygen Permeability Coefficient and Oxygen Permeability] The oxygen permeability coefficient of the copolymers obtained in the following application examples and comparative examples is -15-1232972. The description is continued. (Ii) The scientific research-type film oxygen permeability meter (Science Manufactured by Seiki Industries Co., Ltd.), and measured based on the standard test method of the Contact Lens Association, "Measurement of Oxygen Permeability of Contact Lenses". The oxygen permeability obtained in this manner is the value obtained by dividing the central thickness of the lens as the oxygen permeability. [Compression Elasticity]
下述之施實例及比較例所得之隱形眼鏡,壓縮速度從200 mm/分變更為10 mm/分以外,以隱形眼鏡協會標準試驗法 「隱形眼鏡之壓縮曲折試驗法」為基準,進行壓縮曲折試 驗。實施壓縮曲折試驗時所得應力-歪曲曲線之變形開始 點之切線,延長至鏡片直徑時之應力作為壓縮彈性率。又, 於試驗使用島津製作所所製「自動圖表IM-100型」。 [壓縮曲折強度]For the contact lenses obtained in the following application examples and comparative examples, the compression speed was changed from 200 mm / min to 10 mm / min. Compression twist was performed based on the standard test method of the Contact Lens Association "Compression Torsion Test Method for Contact Lenses". test. The tangent to the deformation start point of the stress-distortion curve obtained when the compression flexure test is performed is the stress at which the stress is extended to the lens diameter as the compression elastic modulus. In addition, "Automatic Chart IM-100" manufactured by Shimadzu Corporation was used for the test. [Compression Torsion Strength]
下述之施實例及比較例所得之透氧性硬性隱形眼鏡,以 隱形眼鏡協會標準試驗法「隱形眼鏡之壓縮曲折試驗法」 為基準,進行壓縮曲折試驗。又,於試驗使用島津製作所 所製「自動圖表IM-100型」。 [對反覆變動應力之耐久性] 隱形眼鏡一般為每天脫戴,因其實際使用上等而使傷痕 進入鏡片,反覆應力之施加。如此,作為考慮使用環境之 耐久性試驗,本發明開發了新的評價方法。以粒子徑20μηι 之研磨劑,15秒間手搓下述之施實例及比較例所得之透氧 性硬性隱形眼鏡之物作為試驗片。該試驗片以JIS Κ-71 19 「硬質塑膠平板之平面彎曲疲勞試驗方法」為準,在壓縮 速度100 mm/分、振幅寬3 mm下進行對反覆變動應力之耐 -16- 1232972 發明說明續頁 (12) 久性試驗,測定至各自鏡片破斷之次數。又,即使反覆施 加1000次應力也不至破斷的話,即當作1000次。 在下述之實施例、比較例及表所用之聚合性單體之略號 之内容表示於表一。 表1 聚合性單體 略號 化合物 N-TRIS N-[三(三甲基甲矽烷氧基)甲矽烷基丙基]甲基丙烯醯胺 0-TRIS 三(三甲基甲矽烷氧基)甲矽烷基丙基]甲基丙晞酸酯 3FM 2, 2, 2-三氟乙基甲基丙婦酸酯 6FM 2, 2, 2,2’,2’,2’-六氟異丙基甲基丙婦酸酯 MMA 甲基丙晞酸甲酯 DMAA N,N-二甲基丙晞醯胺 EGDMA 甲二醇二甲基丙晞酸酯 實施例1-8及比較例1-2The oxygen-permeable rigid contact lenses obtained in the following application examples and comparative examples were subjected to a compression tortuosity test based on the Contact Lens Association standard test method "Compression and Torsion Test Method for Contact Lenses". For the test, "Automatic Chart IM-100" manufactured by Shimadzu Corporation was used. [Durability to repeated changes in stress] Contact lenses are generally worn every day, and because of their practical use, they cause scars to enter the lens, and repeated stress is applied. As described above, the present invention has developed a new evaluation method as a durability test considering the use environment. An abrasive having a particle diameter of 20 µm was used to manually rub the oxygen-permeable rigid contact lenses obtained in the following application examples and comparative examples within 15 seconds as a test piece. This test piece is based on JIS KK-71 19 "Flat Bending Fatigue Test Method for Rigid Plastic Flat Plates" and is resistant to repeated stress at a compression speed of 100 mm / min and an amplitude width of 3 mm -16-1232972 Description of the invention continued Page (12) Persistence test, measuring the number of times the respective lenses break. If the stress is not broken even after repeated application of 1,000 times, it is regarded as 1,000 times. The abbreviations of the polymerizable monomers used in the following Examples, Comparative Examples and Tables are shown in Table 1. Table 1 Polymerizable monomer abbreviated compound N-TRIS N- [tris (trimethylsilyloxy) silylpropyl] methacrylamide 0-TRIS tris (trimethylsilyloxy) methyl Silylpropyl] methylpropionate 3FM 2, 2, 2-trifluoroethylmethylpropionate 6FM 2, 2, 2,2 ', 2', 2'-hexafluoroisopropylmethyl Methyl Propionate MMA Methyl Methyl Propionate DMAA N, N-Dimethylpropionamine EGDMA Methyl Glycol Dimethyl Propionate Examples 1-8 and Comparative Examples 1-2
(1) 於表2所示之聚合性組合物10.0g添加0.01 g作為熱活性化 聚合起始劑之偶氮異丁腈後,將其放進聚丙烯製之試管 (容量20mL),並於置換氮氣後密封之。將其浸潰於55°C 之恆溫水槽中24小時並使之聚合後,移至100°C之熱風 循環式加熱裝置並保持2小時使之完全聚合。於冷卻後, 由試管取出聚合物。 (2) 使用在上述(1)所得之聚合物,藉切割研磨法製作表3所 示具有直徑、弧度、頂點折射力之值(度數)及中心厚度 之透氧性硬性隱形眼鏡,並依上述方法測定或評價維克 -17- 1232972 發明說明續頁 (13) 式(vickers)硬度、透氧係數、透氧率、壓縮彈性率、壓 縮曲折強度及耐久性。該結果表示於表4。 比較例3-4 關於表2及表3所示之市販透氧性硬性隱形眼鏡(比較例 3 :由含矽氧烷基之甲基丙烯酸酯和甲基丙烯酸甲酯為主 成份之共聚合物所構成之透氧性硬性隱形眼鏡A,比較例(1) After adding 0.01 g of azoisobutyronitrile as a heat-activated polymerization initiator to 10.0 g of the polymerizable composition shown in Table 2, put it into a test tube (capacity: 20 mL) made of polypropylene and Sealed after replacing with nitrogen. It was immersed in a constant temperature water tank at 55 ° C for 24 hours and allowed to polymerize, and then moved to a hot air circulation heating device at 100 ° C and held for 2 hours to completely polymerize. After cooling, the polymer was removed from the test tube. (2) Using the polymer obtained in the above (1), cut and polish the method to produce the oxygen-permeable rigid contact lenses with diameter, radian, apex refractive power (degrees) and center thickness shown in Table 3, and follow the above Method to measure or evaluate Vic-17-1232972 Description of the Invention Continued (13) Formula (Vickers) hardness, oxygen permeability coefficient, oxygen permeability, compression elasticity, compression flexural strength and durability. The results are shown in Table 4. Comparative Example 3-4: Commercially available oxygen-permeable rigid contact lenses shown in Tables 2 and 3 (Comparative Example 3: Copolymer composed mainly of siloxane-containing methacrylate and methyl methacrylate) Oxygen-permeable rigid contact lens A, comparative example
4 :由含矽之苯乙烯衍生物和氟基甲基丙晞酸酯為主成份 之共聚合物所構成之連續裝用型透氧性硬性隱形眼鏡 B ),並依上述方法測定或評價維克式(vickers)硬度、壓縮 彈性率、壓縮曲折強度及耐久性。該結果表示於表4。又, 關於透氧係數轉記於目錄所記載之值。4: Continuous loading type oxygen-permeable rigid contact lens B composed of a copolymer containing silicon-containing styrene derivative and fluoromethylpropionate as the main component, and the dimension is measured or evaluated according to the above method Vickers hardness, compressive elastic modulus, compression flexural strength and durability. The results are shown in Table 4. The oxygen permeability coefficient is transferred to the value described in the table of contents.
-18- 1232972 (14) 發明說明續頁 表2 聚合物之單體單元之比例(重量%) N-TRIS 0-TRIS 3FM 6FM MMA DMAA EGDMA 實施例1 40 — 30 一 10 10 10 實施例2 40 一 30 一 10 10 10 實施例3 40 — 30 一 10 10 10 實施例4 50 — 20 一 10 10 10 實施例5 30 - 40 - 10 10 10 實施例6 40 - — 30 10 10 10 實施例7 一 40 30 - 10 10 10 實施例8 — 40 一 30 10 10 .10 比較例1 40 _ 30 - 10 10 10 比較例2 一 40 30 一 10 10 10 比較例3 透氧性硬性隱形眼鏡A(含矽氧烷基之甲基丙晞酸酯和甲基丙晞 酸甲酯為主成份之聚合物) 比較例4 連續裝用型透氧性硬性隱形眼鏡B (含矽之苯乙烯衍生物和氟基 甲基丙烯酸酯為主成份之聚合物)-18- 1232972 (14) Description of the invention Continued Table 2 Proportion of monomer units of polymer (% by weight) N-TRIS 0-TRIS 3FM 6FM MMA DMAA EGDMA Examples 1 40 — 30 10 10 10 Example 2 40 One 30 One 10 10 10 Example 3 40 — 30 One 10 10 10 Example 4 50 — 20 One 10 10 10 Example 5 30-40-10 10 10 Example 6 40-— 30 10 10 10 Example 7 One 40 30-10 10 10 Example 8 — 40-30 10 10 .10 Comparative Example 1 40 _ 30-10 10 10 Comparative Example 2-40 30-10 10 10 Comparative Example 3 Oxygen-permeable rigid contact lens A (containing silicon Oxyalkyl-based polymer of methylpropionate and methylpropionate) Comparative Example 4 Continuous-use type oxygen-permeable rigid contact lens B (a styrene derivative containing silicon and a fluorine group) Polymer with methacrylate as main component)
-19- 1232972 (15) 發明說明續頁 表3 直徑(mm) ?瓜度(mm) 度數(D) 中心厚度 (mm) 實施例1 8.8 7.75 -3.00 0.080 實施例2 8.8 7.75 -3.00 0.090 實施例3 8.8 7.75 -3.00 0.100 實施例4 8.8 7.75 -3.00 0.100 實施例5 8.8 7.75 -3.00 0.100 實施例6 8.8 7.75 -3.00 0.100 實施例7 8.8 7.75 -3.00 0.100 實施例8 8.8 7.75 -3.00 0.100 比較例1 8.8 7.75 -3.00 0.150 比較例2 8.8 7.75 -3.00 0.150 比較例3 8.8 7.75 -3.00 0.110 比較例4 9.2 7.75 -3.00 0.130-19- 1232972 (15) Description of the invention Continued Table 3 Diameter (mm)-Degree (mm) Degree (D) Center thickness (mm) Example 1 8.8 7.75 -3.00 0.080 Example 2 8.8 7.75 -3.00 0.090 Example 3 8.8 7.75-3.00 0.100 Example 4 8.8 7.75-3.00 0.100 Example 5 8.8 7.75-3.00 0.100 Example 6 8.8 7.75-3.00 0.100 Example 7 8.8 7.75-3.00 0.100 Example 8 8.8 7.75-3.00 0.100 Comparative Example 1 8.8 7.75 -3.00 0.150 Comparative Example 2 8.8 7.75 -3.00 0.150 Comparative Example 3 8.8 7.75 -3.00 0.110 Comparative Example 4 9.2 7.75 -3.00 0.130
-20- 1232972 發明說明續頁 (16) 表4 維克式 (vickers) 硬度 Dk*1 Dk/L*2 壓縮彈 性率(gf) 壓縮曲折 強度(gf) 耐久性 (次) 實施例1 8.5 53 66 20 200 1000 實施例2 8.5 53 59 24 240 1000 實施例3 8.5 53 53 45 250 1000 實施例4 7.5 66 66 34 230 1000 實施例5 8.9 47 47 47 350 1000 實施例6 8.9 60 60 45 215 1000 實施例7 9.5 51 51 83 375 800 實施例8 9.9 55 55 85 320 800 比較例1 8.5 53 35 120 380 400 比較例2 9.5 51 34 150 250 300 比較例3 11.7 12 11 40 370 1000 比較例4 7.4 250 192 120 120 100-20- 1232972 Description of the invention continued (16) Table 4 Vickers hardness Dk * 1 Dk / L * 2 Compression elasticity (gf) Compression flexural strength (gf) Durability (times) Example 1 8.5 53 66 20 200 1000 Example 2 8.5 53 59 24 240 1000 Example 3 8.5 53 53 45 250 1000 Example 4 7.5 66 66 34 230 1000 Example 5 8.9 47 47 47 350 1000 Example 6 8.9 60 60 45 215 1000 Implementation Example 7 9.5 51 51 83 375 800 Example 8 9.9 55 55 85 320 800 Comparative Example 1 8.5 53 35 120 380 400 Comparative Example 2 9.5 51 34 150 250 300 Comparative Example 3 11.7 12 11 40 370 1000 Comparative Example 4 7.4 250 192 120 120 100
(注解) * 1 :透氧係數、單元:X 10-11cm3*cm/cm2.sec.mmHg *2 :透氧率、單元:X 10-9cm3*cm/cm2*sec*mmHg*cm 從表2-4所表示之結果,由透氧係數為20 X ΙΟ· llcm3*cm/cm2*secTnmHg以上之聚合物所構成,且中心厚度 為0.0 10-0.125mm之範圍内,頂點折射力之值為-6.00D以上 之實施例1-8之透氧性硬性隱形眼鏡,其能耐800回以上之 反覆變動應力,又其透氧率能高於比終日裝戴所需 30X 10-9cm3.cm/cm、sec*mmHg*cm 0 -21 - 1232972 發明說明續頁 (17) 對於此,鏡片中心厚度偏離本發明範圍之比較例1及比 較例2,其耐久性明顯不好。 又,透氧係數偏離本發明範圍之比較例3,明顯比終日 裝戴所需透氧率 30X 10-9cm3ecm/cm2*secTnmHg*cm 少。 又,鏡片中心厚度偏離本發明範圍之比較例4,其壓縮 曲折強度為低,耐久性也明顯不好。 產業上之利用可能性(Notes) * 1: Oxygen permeability coefficient, unit: X 10-11cm3 * cm / cm2.sec.mmHg * 2: Oxygen permeability, unit: X 10-9cm3 * cm / cm2 * sec * mmHg * cm From Table 2 The result indicated by -4 is composed of a polymer having an oxygen permeability coefficient of 20 X ΙΟ · llcm3 * cm / cm2 * secTnmHg or more, and the center thickness is within the range of 0.0 10-0.125mm, and the value of the peak refractive power is- The oxygen-permeable rigid contact lenses of Examples 1-8 above 6.00D can withstand repeated stresses of 800 times or more, and their oxygen permeability can be higher than 30X 10-9cm3.cm/cm, sec * mmHg * cm 0 -21-1232972 Description of the Invention Continued (17) For this, Comparative Examples 1 and 2 in which the center thickness of the lens deviates from the scope of the present invention have significantly poor durability. In addition, Comparative Example 3, in which the oxygen permeability coefficient deviates from the scope of the present invention, is significantly smaller than the oxygen permeability 30X 10-9cm3ecm / cm2 * secTnmHg * cm required for all-day wear. In Comparative Example 4 where the center thickness of the lens deviated from the scope of the present invention, the compression flexural strength was low, and the durability was also significantly poor. Industrial availability
藉由本發明能提供一種透氧性硬性隱形眼鏡,其能供應 角膜生理學上充足之氧氣,且具優越之耐久性。By the present invention, an oxygen-permeable rigid contact lens can be provided, which can supply physiologically sufficient oxygen to the cornea, and has superior durability.
Claims (1)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2001311107 | 2001-10-09 |
Publications (1)
Publication Number | Publication Date |
---|---|
TWI232972B true TWI232972B (en) | 2005-05-21 |
Family
ID=19129990
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
TW091123189A TWI232972B (en) | 2001-10-09 | 2002-10-08 | Oxygen-permeable hard contact lenses |
Country Status (5)
Country | Link |
---|---|
JP (1) | JPWO2003032051A1 (en) |
KR (1) | KR20040030708A (en) |
CN (1) | CN1537249A (en) |
TW (1) | TWI232972B (en) |
WO (1) | WO2003032051A1 (en) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP4882600B2 (en) * | 2006-02-08 | 2012-02-22 | 東レ株式会社 | contact lens |
JP5720103B2 (en) * | 2010-03-18 | 2015-05-20 | 東レ株式会社 | Silicone hydrogels, ophthalmic lenses and contact lenses |
US9835765B2 (en) | 2011-09-27 | 2017-12-05 | Canon Kabushiki Kaisha | Optical element and method for manufacturing the same |
CN106749877B (en) * | 2016-12-20 | 2018-12-28 | 无锡蕾明视康科技有限公司 | A kind of high oxygen permeability optical lens material and preparation method thereof |
CN112673304B (en) * | 2018-09-25 | 2023-05-16 | 日油株式会社 | Monomer composition for contact lens, polymer for contact lens, and method for producing contact lens |
CN114516942A (en) * | 2020-11-18 | 2022-05-20 | 亨泰光学股份有限公司 | Hard oxygen-permeable contact lens polymer material and polymerization method thereof |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5162391A (en) * | 1989-03-10 | 1992-11-10 | Kuraray Co., Ltd. | Oxygen permeable hard contact lens |
US5194542A (en) * | 1989-09-30 | 1993-03-16 | Hoya Corporation | Contact lens |
JP3084662B2 (en) * | 1991-06-06 | 2000-09-04 | 株式会社シード | Anti-glare hard contact lens |
JPH0534647A (en) * | 1991-07-30 | 1993-02-12 | Tokyo Keikaku:Kk | Hard contact lens not eluting ultraviolet absorber |
JP3063043B2 (en) * | 1991-10-08 | 2000-07-12 | 株式会社シード | Lead-containing hard contact lenses |
JPH0943549A (en) * | 1995-07-25 | 1997-02-14 | Tokyo Keikaku:Kk | Hard contact lens |
JP4268703B2 (en) * | 1998-08-03 | 2009-05-27 | 株式会社メニコン | Distribution storage solution for contact lenses and distribution storage method for contact lenses using the same |
-
2002
- 2002-10-04 JP JP2003534966A patent/JPWO2003032051A1/en not_active Withdrawn
- 2002-10-04 KR KR10-2003-7016948A patent/KR20040030708A/en active IP Right Grant
- 2002-10-04 CN CNA028150511A patent/CN1537249A/en active Pending
- 2002-10-04 WO PCT/JP2002/010345 patent/WO2003032051A1/en active Application Filing
- 2002-10-08 TW TW091123189A patent/TWI232972B/en not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
WO2003032051A1 (en) | 2003-04-17 |
CN1537249A (en) | 2004-10-13 |
KR20040030708A (en) | 2004-04-09 |
JPWO2003032051A1 (en) | 2005-01-27 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN103597378B (en) | Silicone hydrogel lenses with nano-textured surfaces | |
US8367746B2 (en) | Silicone hydrogel contact lens | |
EP1197782B1 (en) | Material for ocular lens | |
JP5775817B2 (en) | Hybrid soft contact lens, method for producing the same, and method for hydration treatment | |
JP2532406B2 (en) | Oxygen permeable hard contact lens material with excellent impact resistance | |
JPS62294201A (en) | Lens composition, article and manufacture thereof | |
US8729149B2 (en) | Silicone hydrogels and methods of manufacture | |
JPS61144603A (en) | Hydrophilic copolymer, use thereof as biomedical material and contact eye light correcting product manufactured therefrom | |
CN103958570A (en) | Silicone hydrogels having improved curing speed and other properties | |
CN101896514B (en) | Biomedical devices | |
TWI232972B (en) | Oxygen-permeable hard contact lenses | |
JPH11287971A (en) | Lens material for eye | |
JPS58194014A (en) | Oxygen permeable hard contact lens | |
EP0940414B1 (en) | Ocular lens material and process for producing the same | |
JPH073517B2 (en) | Non-hydrous soft contact lens and method for producing the same | |
WO2010077709A2 (en) | Biomedical devices | |
TWI345649B (en) | Methods for reducing corneal staining in contact lens wearers | |
JPH08173522A (en) | Optic lens material | |
JP3529222B2 (en) | Soft ophthalmic lens and manufacturing method thereof | |
JPH0632855A (en) | Gas-permeable polymeric material | |
JPH0423819A (en) | Production of polymer material having oxygen transmissivity | |
JPS63159820A (en) | Hard contact lens having oxygen permeability | |
JP2551603B2 (en) | contact lens | |
EP2807198A1 (en) | Silicone hydrogels and methods for manufacture | |
JP2532405B2 (en) | High oxygen permeability hard contact lens |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
MM4A | Annulment or lapse of patent due to non-payment of fees |