KR20220004308A - A Contact Lens with a Bio-Compatibility - Google Patents

A Contact Lens with a Bio-Compatibility Download PDF

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KR20220004308A
KR20220004308A KR1020200081983A KR20200081983A KR20220004308A KR 20220004308 A KR20220004308 A KR 20220004308A KR 1020200081983 A KR1020200081983 A KR 1020200081983A KR 20200081983 A KR20200081983 A KR 20200081983A KR 20220004308 A KR20220004308 A KR 20220004308A
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compound
contact lens
lens
mold
mpc
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KR102392515B1 (en
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고상철
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(주)아이렌
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    • GPHYSICS
    • G02OPTICS
    • G02CSPECTACLES; SUNGLASSES OR GOGGLES INSOFAR AS THEY HAVE THE SAME FEATURES AS SPECTACLES; CONTACT LENSES
    • G02C7/00Optical parts
    • G02C7/02Lenses; Lens systems ; Methods of designing lenses
    • G02C7/04Contact lenses for the eyes
    • G02C7/049Contact lenses having special fitting or structural features achieved by special materials or material structures
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00Copolymers 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
    • C08F220/02Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10Esters
    • C08F220/20Esters of polyhydric alcohols or phenols, e.g. 2-hydroxyethyl (meth)acrylate or glycerol mono-(meth)acrylate
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00Copolymers 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
    • C08F220/02Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10Esters
    • C08F220/22Esters containing halogen
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F230/00Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal
    • C08F230/02Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing phosphorus
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F230/00Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal
    • C08F230/04Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal
    • C08F230/08Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal containing silicon
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L33/00Compositions of homopolymers or 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 of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • C08L33/04Homopolymers or copolymers of esters
    • C08L33/14Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur, or oxygen atoms in addition to the carboxy oxygen
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L43/00Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing boron, silicon, phosphorus, selenium, tellurium or a metal; Compositions of derivatives of such polymers
    • C08L43/02Homopolymers or copolymers of monomers containing phosphorus
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L43/00Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing boron, silicon, phosphorus, selenium, tellurium or a metal; Compositions of derivatives of such polymers
    • C08L43/04Homopolymers or copolymers of monomers containing silicon
    • GPHYSICS
    • G02OPTICS
    • G02BOPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B1/00Optical elements characterised by the material of which they are made; Optical coatings for optical elements
    • G02B1/04Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
    • G02B1/041Lenses
    • G02B1/043Contact lenses

Abstract

The present invention relates to a biocompatible contact lens. The biocompatible contact lens comprises a copolymer of 2-Hydorxyethyl methacrylate (2-HEMA) and 2-Methacryloyloxyethyl phosphorylcholine (MPC) and is formed by a hydrophilic material.

Description

생체적합성 콘택트렌즈{A Contact Lens with a Bio-Compatibility}A Contact Lens with a Bio-Compatibility

본 발명은 생체적합성 콘택트렌즈에 관한 것이고, 구체적으로 착용에 따른 인체에 대한 안정성이 향상된 생체적합성 콘택트렌즈에 관한 것이다.The present invention relates to a biocompatible contact lens, and more particularly, to a biocompatible contact lens with improved stability to the human body when worn.

사람의 안구에 직접 접촉되어 착용되는 의료기기에 해당하는 콘택트렌즈는 생체적합성 또는 착용 안전성이 렌즈 제조 과정에서 고려되어야 할 주요 인자가 된다. 예를 들어 안구 건강을 위하여 지속적으로 산소와 영양분이 공급되어야 하고, 산소 공급을 위하여 콘택트렌즈는 높은 산소 투과율을 가질 필요가 있다. 그러나 예를 들어 미용 렌즈와 같은 콘택트렌즈에 착색제가 첨가될 수 있고 이로 인하여 산소 투과도가 낮아질 수 있다. 또한 콘택트렌즈는 외부로부터 이물질 또는 세균의 침입을 방지하는 눈물이 안구 표면에 유지되도록 친수성을 가질 필요가 있다. 콘택트렌즈가 친수성을 갖지 않으면 통증을 유발시킬 수 있고, 이와 함께 각막 부종과 같은 질병을 발생시킬 수 있다. 특허공개번호 10-2018-0001201은 고함수율 및 단백질흡착억제 하이드로겔 콘택트렌즈 및 그 제조방법에 대하여 개시한다. 또한 특허공개번호 10-2019-0075281은 실리콘 함유 단랑체와 친수성 단량체와 계면활성제가 혼합 적용된 소프트 콘택트렌즈에 대하여 개시한다. 그러나 선행기술은 산소 투과율이 높으면서 이와 동시에 친수성을 가지고, 이로 인하여 착용 상태에서 눈의 보호가 가능한 생체적합성 콘택트렌즈에 대하여 개시하지 않는다. In a contact lens that is a medical device that is worn in direct contact with a person's eye, biocompatibility or wear safety is a major factor to be considered in the lens manufacturing process. For example, oxygen and nutrients must be continuously supplied for eye health, and contact lenses need to have high oxygen permeability for oxygen supply. However, for example, colorants may be added to contact lenses, such as cosmetic lenses, which may lower oxygen permeability. In addition, the contact lens needs to have hydrophilicity so that tears, which prevent the intrusion of foreign substances or bacteria from the outside, are maintained on the ocular surface. If the contact lens is not hydrophilic, it can cause pain and, together with it, can cause diseases such as corneal edema. Patent Publication No. 10-2018-0001201 discloses a hydrogel contact lens with high water content and protein adsorption inhibition and a method for manufacturing the same. In addition, Patent Publication No. 10-2019-0075281 discloses a soft contact lens in which a silicone-containing monomer, a hydrophilic monomer, and a surfactant are mixed. However, the prior art does not disclose a biocompatible contact lens that has high oxygen permeability and at the same time has hydrophilicity, and thus can protect the eyes while worn.

본 발명은 선행기술의 문제점을 해결하기 위한 것으로 아래와 같은 목적을 가진다.The present invention is to solve the problems of the prior art and has the following objects.

특허문헌 1: 특허공개번호 10-2018-0001201((주)지오메디칼, 2018.01.04. 공개) 고함수율 및 단백질흡착억제 하이드로겔 콘택트렌즈 및 그 제조방법Patent Document 1: Patent Publication No. 10-2018-0001201 (Geomedical Co., Ltd., published on Jan. 4, 2018) High moisture content and protein adsorption inhibition hydrogel contact lens and manufacturing method thereof 특허문헌 2: 특허공개번호 10-2019-0075281(주식회사 티씨 싸이언스, 2019.07.01. 공개) 실리콘 함유 소프트 콘택트렌즈 제조방법과 상기 방법에 의하여 제조된 소프트 콘택트렌즈 및 상기 소프트 콘택트렌즈 성형용 조성물Patent Document 2: Patent Publication No. 10-2019-0075281 (TC Science Co., Ltd., published on July 1, 2019) A method for manufacturing a silicone-containing soft contact lens, a soft contact lens manufactured by the method, and a composition for molding the soft contact lens

본 발명의 목적은 높은 산소 투과율을 가지면서 이와 동시에 친수성을 가진 생체적합성 콘택트렌즈를 제공하는 것이다. It is an object of the present invention to provide a biocompatible contact lens having high oxygen permeability and hydrophilicity at the same time.

본 발명의 적절한 실시 형태에 따르면, 생체 적합성 콘택트렌즈는 2-히드록시에틸 메타클레이트(2-Hydorxyethyl methacylate: 2-HEMA) 및 2-메타아크릴로일옥시에틸 포스포릴클로린(2-Methacryloyloxyethyl phosphorylcholine:MPC)의 공중합체를 포함하면서 친수성 소재로부터 성형된다. According to a preferred embodiment of the present invention, the biocompatible contact lens comprises 2-Hydorxyethyl methacylate (2-HEMA) and 2-Methacryloyloxyethyl phosphorylcholine (2-Methacryloyloxyethyl phosphorylcholine: It is molded from a hydrophilic material while including a copolymer of MPC).

본 발명의 다른 적절한 실시 형태에 따르면, 친수성 소재는 35 내지 45 wt%의 함수율 및 13.5×10-11(㎤/s) 내지 15.5×10-11(㎤/s)의 산소투과도(Dk/t)를 가진다.According to another suitable embodiment of the present invention, the hydrophilic material has a moisture content of 35 to 45 wt% and an oxygen permeability (Dk/t) of 13.5×10 -11 (cm 3 /s) to 15.5×10 -11 (cm 3 /s) have

본 발명의 다른 적절한 실시 형태에 따르면, 친수성 소재는 MPC 모노머 및 실리콘 모노머를 포함한다. According to another suitable embodiment of the present invention, the hydrophilic material comprises an MPC monomer and a silicone monomer.

본 발명의 또 다른 적절한 실시 형태에 따르면, 친수성 소재는 MMA(Methyl Methacrylate) 화합물이 MPC 화합물 및 TRIS(3-(Methacryloyloxy)Propyl tris(Trimethylsiloxy)silane) 화합물에 -CH2-에 의하여 결합된다.According to another suitable embodiment of the present invention, the hydrophilic material is a MMA (Methyl Methacrylate) compound MPC compound and TRIS (3- (Methacryloyloxy) Propyl tris (Trimethylsiloxy) silane) compound -CH 2 -It is bonded by.

본 발명에 따른 생체적합성 콘택트렌즈는 높은 산소 투과도와 친수성 소재로 만들어져 콘택트렌즈의 착용에 따라 발생 가능한 시력 저하 또는 염증이 방지되도록 한다. 본 발명에 따른 콘택트렌즈는 렌즈의 착용에 따른 각막염, 각막궤양, 각막부종과 같은 눈 관련 질병의 발생이 방지되도록 한다. 또한 본 발명에 따른 콘택트렌즈는 칼라 점착성이 높고 이로 인하여 미용렌즈로 사용될 수 있지만 이에 제한되지 않는다.The biocompatible contact lens according to the present invention is made of a high oxygen permeability and hydrophilic material to prevent deterioration of vision or inflammation that may occur when the contact lens is worn. The contact lens according to the present invention prevents the occurrence of eye-related diseases such as keratitis, corneal ulcer, and corneal edema due to wearing of the lens. In addition, the contact lens according to the present invention has high color adhesion, and thus can be used as a cosmetic lens, but is not limited thereto.

도 1은 본 발명에 따른 생체적합성 콘택트렌즈의 제조 과정의 실시 예를 도시한 것이다.
도 2는 본 발명에 따른 콘택트렌즈가 몰드에서 만들어지는 과정의 실시 예를 도시한 것이다.
도 3은 본 발명에 따른 콘택트렌즈의 제조를 위한 소재 특성의 실시 예를 도시한 것이다.
1 shows an embodiment of a manufacturing process of a biocompatible contact lens according to the present invention.
Figure 2 shows an embodiment of a process in which the contact lens according to the present invention is made in a mold.
Figure 3 shows an embodiment of the material properties for the manufacture of the contact lens according to the present invention.

아래에서 본 발명은 첨부된 도면에 제시된 실시 예를 참조하여 상세하게 설명이 되지만 실시 예는 본 발명의 명확한 이해를 위한 것으로 본 발명은 이에 제한되지 않는다. 아래의 설명에서 서로 다른 도면에서 동일한 도면 부호를 가지는 구성요소는 유사한 기능을 가지므로 발명의 이해를 위하여 필요하지 않는다면 반복하여 설명이 되지 않으며 공지의 구성요소는 간략하게 설명이 되거나 생략이 되지만 본 발명의 실시 예에서 제외되는 것으로 이해되지 않아야 한다.Hereinafter, the present invention will be described in detail with reference to the embodiments shown in the accompanying drawings, but the embodiments are for a clear understanding of the present invention, and the present invention is not limited thereto. In the following description, components having the same reference numerals in different drawings have similar functions, so unless necessary for the understanding of the invention, the description will not be repeated and well-known components will be briefly described or omitted, but the present invention It should not be construed as being excluded from the embodiment of

도 1은 본 발명에 따른 생체적합성 콘택트렌즈의 제조 과정의 실시 예를 도시한 것이다.1 shows an embodiment of a manufacturing process of a biocompatible contact lens according to the present invention.

생체적합성 콘택트렌즈는 2-히드록시에틸 메타클레이트(2-Hydorxyethyl methacylate: 2-HEMA) 및 2-메타아크릴로일옥시에틸 포스포릴클로린(2-Methacryloyloxyethyl phosphorylcholine:MPC)의 공중합체를 포함하면서 친수성 소재로부터 성형될 수 있다.Biocompatible contact lenses contain a copolymer of 2-Hydorxyethyl methacylate (2-HEMA) and 2-Methacryloyloxyethyl phosphorylcholine (MPC) and are hydrophilic It can be molded from the material.

2-히드록시에틸 메타클레이트(2-HEMA)는 친수성 소재가 될 수 있고, 예를 들어 메틸 메타아크릴레이트(Methyl Methacrylate: MMA)와 중합되어 콘텍트렌즈의 소재가 될 수 있다. 2-HEMA와 MMA는 AIBN(azobisisobutyronitrile)과 같은 중합개시제와 EGDMA(ethylene glycol dimethacrylate)와 같은 가교제에 의하여 공중합체로 만들어질 수 있다. 이와 같은 과정에서 MPC가 첨가되어 친수성을 가지면서 이와 동시에 높은 산소투과도를 가진 생체적합성 콘택트렌즈가 만들어질 수 있다. 아래에서 이와 같은 화합물을 포함하는 소재로부터 생체적합성 렌즈가 만들어지는 과정에 대하여 설명된다.2-Hydroxyethyl methacrylate (2-HEMA) may be a hydrophilic material, for example, may be polymerized with methyl methacrylate (MMA) to become a contact lens material. 2-HEMA and MMA can be made into a copolymer by using a polymerization initiator such as AIBN (azobisisobutyronitrile) and a crosslinking agent such as EGDMA (ethylene glycol dimethacrylate). In this process, MPC is added to make a biocompatible contact lens having hydrophilicity and high oxygen permeability at the same time. Hereinafter, a process for making a biocompatible lens from a material containing such a compound will be described.

도 1을 참조하면, 생체적합성 콘택트렌즈가 만들어지는 과정은 렌즈 소재가 혼합되는 단계(P11); 색소, 중합체 및 경화제가 혼합되어 몰드에 칼라 인쇄가 되는 단계(P12); 칼라 인쇄가 된 몰드에 소재가 주입되어 렌즈가 성형되는 단계(P13); 몰드로부터 성형된 렌즈가 분리되는 단계(P14); 및 분리된 렌즈가 포장되어 멸균이 되는 단계(P15)를 포함한다. 렌즈 소재는 착색을 위한 색소 소재, 중합체 또는 경화제를 포함할 수 있고, 중합체는 2-HEMA, MPC 또는 MMA 공중합체 또는 이와 같은 공중합체의 가교 결합을 위한 가교제를 포함할 수 있다. 렌즈 성형을 위한 몰드가 준비될 수 있고, 몰드에 칼라 인쇄가 될 수 있다. 칼라 인쇄는 예를 들어 동판과 같은 베이스 기판에 인쇄되어야 하는 무늬가 만들어져 칼라 잉크가 제공될 수 있다. 그리고 인쇄 패드가 베이스 기판의 무늬를 전사하여 몰드에 인쇄할 수 있다. 칼라 인쇄는 다양한 방법으로 이루어질 수 있고, 칼라 인쇄가 된 이후 90 내지 150 ℃의 온도에서 60 내지 200분 동안 오븐에서 가열이 될 수 있다. 칼라 인쇄가 된 이후 2-HEMA, MMA 또는 MPC가 몰드에 투입되어 렌즈가 성형될 수 있다. 몰드는 볼록 몰드 및 오목 몰드로 이루어질 수 있고, 2-HEMA, MMA 또는 MPC가 투입될 수 있다. 몰드에 주입된 중합체에 대하여 100 내지 200 ℃의 온도에서 10 내지 60분 동안 가열될 수 있다. 중합체가 몰드 내에서 경화되면 오목 몰드가 제거되어 콘택트렌즈가 완성될 수 있다(P13). 이후 콘택트렌즈가 만들어지면 몰드로부터 분리되어(P14), 실링(sealing) 포장이 된 이후 멸균이 될 수 있다(P15). 멸균은 예를 들어 100 내지 150 ℃의 온도에서 20 내지 40분 동안 이루어질 수 있지만 이에 제한되지 않는다.Referring to Figure 1, the process of making a biocompatible contact lens is a step of mixing the lens material (P11); A step (P12) of color printing on a mold by mixing a dye, a polymer and a curing agent; The material is injected into the color-printed mold to mold the lens (P13); Separating the molded lens from the mold (P14); and a step (P15) in which the separated lens is packaged and sterilized. The lens material may include a pigment material for coloring, a polymer or a curing agent, and the polymer may include a 2-HEMA, MPC or MMA copolymer or a crosslinking agent for crosslinking such copolymers. A mold for forming a lens may be prepared, and color printing may be performed on the mold. In color printing, for example, a pattern to be printed on a base substrate such as a copper plate is made and color ink can be provided. In addition, the printing pad may transfer the pattern of the base substrate to be printed on the mold. Color printing may be performed in various ways, and after color printing, heating may be performed in an oven at a temperature of 90 to 150° C. for 60 to 200 minutes. After color printing, 2-HEMA, MMA or MPC is put into the mold to mold the lens. The mold can be made of a convex mold and a concave mold, and 2-HEMA, MMA or MPC can be fed. The polymer injected into the mold may be heated at a temperature of 100 to 200° C. for 10 to 60 minutes. Once the polymer has cured in the mold, the concave mold can be removed to complete the contact lens (P13). After that, when the contact lens is made, it can be separated from the mold (P14) and sterilized after being sealed and packaged (P15). Sterilization may be performed, for example, at a temperature of 100 to 150° C. for 20 to 40 minutes, but is not limited thereto.

아래에서 몰드에서 렌즈가 성형되는 과정에 대하여 설명된다.A process in which a lens is molded in a mold will be described below.

도 2는 본 발명에 따른 콘택트렌즈가 몰드에서 만들어지는 과정의 실시 예를 도시한 것이다.2 shows an embodiment of a process in which a contact lens according to the present invention is made in a mold.

도 2를 참조하면, 몰드는 제1, 2 인서트로부터 만들어질 수 있고, 제1, 2 인서트로부터 각각 블록 몰드(13a) 및 오목 몰드(13b)가 만들어질 수 있다. 제1. 2 인서트는 각각 수 인서트(11a, 12a) 및 암 인서트(11b, 12b)로 이루어질 수 있다. 제1, 2 인서트에 의하여 만들어진 오목 몰드(13b)에 2-HEMA, MMA 또는 MPC 화합물이 투입되고, 이후 블록 몰드(13a)가 오목 몰드(13b)에 결합되면서 렌즈(14)가 만들어질 수 있다. 화합물이 투입되면 경화 공정이 진행되고, 이후 가열 또는 이와 유사한 큐어링(curing) 공정이 진행되어 렌즈(14)가 성형될 수 있다. 성형된 렌즈(14)가 몰드(13a, 13b)로부터 분리되어 실링 포장지(15)에 의하여 포장이 되고, 위에서 설명된 것처럼 멸균 공정이 진행되면 렌즈가 완성된다. 이와 같은 과정에서 위에서 설명된 것처럼, 칼라 인쇄 공정이 진행될 수 있다. 렌즈의 성형을 위한 몰드는 다양한 구조를 가질 수 있고 제시된 실시 예에 제한되지 않는다.Referring to FIG. 2 , a mold may be made from first and second inserts, and a block mold 13a and a concave mold 13b may be made from the first and second inserts, respectively. Article 1. The two inserts may consist of male inserts 11a and 12a and female inserts 11b and 12b, respectively. A 2-HEMA, MMA, or MPC compound is injected into the concave mold 13b made by the first and second inserts, and then the lens 14 can be made while the block mold 13a is coupled to the concave mold 13b. . When the compound is added, a curing process may be performed, and then a heating or similar curing process may be performed to form the lens 14 . The molded lens 14 is separated from the molds 13a and 13b and packaged by the sealing wrapping paper 15, and when the sterilization process is performed as described above, the lens is completed. In this process, as described above, a color printing process may be performed. The mold for forming the lens may have various structures and is not limited to the presented embodiment.

렌즈는 2-HEMA, MMA 또는 MPC 화합물의 공중합체를 포함할 수 있고, 이에 의하여 높은 산소투과도 및 친수성을 가질 수 있다.The lens may include a copolymer of 2-HEMA, MMA or MPC compound, thereby having high oxygen permeability and hydrophilicity.

도 3은 본 발명에 따른 콘택트렌즈의 제조를 위한 소재 특성의 실시 예를 도시한 것이다.Figure 3 shows an embodiment of the material properties for the manufacture of the contact lens according to the present invention.

도 3을 참조하면, 렌즈 소재는 MMA(Methyl Methacrylate) 화합물(32)이 MPC 화합물(31) 및 TRIS(3-(Methacryloyloxy)Propyl tris(Trimethylsiloxy)silane) 화합물(33)에 -CH2-에 의하여 결합된 구조를 가질 수 있다. MMA(Methyl Methacrylate) 화합물(32)은 무색이며 투명 액체 형태가 되고, MPC 화합물(31)과 트리스 화합물(32)은 중합 또는 공중합을 시키는 기능을 가질 수 있다. TRIS 화합물(33)은 산소투과도를 향상시키는 기능을 가질 수 있고 친수성을 가지는 HEMA 화합물과 결합되어 사용될 수 있다. TRIS 화합물(33)과 MMA 화합물은 모노머(monomer)가 될 수 있고, 이에 의하여 습윤성(wetting property)이 향상될 수 있다. TRIS 화합물(33)은 또한 (tris-(trimethyl-silyl-porpyl-methacrylate))이 될 수 있고, TRIS 화합물(33)에 의하여 콘택트렌즈와 광학 특성이 향상될 수 있다. 생체친화성을 가진 MPC 화합물(31)의 모노머와 TRIS 화합물(33)은 MMA 화합물(32)과 -CH2-기(group)에 의하여 공유 결합되어 렌즈 소재가 될 수 있고, 예를 들어 아래와 같이 표시될 수 있다.Referring to Figure 3, the lens material MMA (Methyl Methacrylate) compound 32 is MPC compound 31 and TRIS (3-(Methacryloyloxy)Propyl tris(Trimethylsiloxy)silane) compound 33 -CH 2 - by It may have a combined structure. The methyl methacrylate (MMA) compound 32 is colorless and in the form of a transparent liquid, and the MPC compound 31 and the tris compound 32 may have a function of polymerization or copolymerization. The TRIS compound 33 may have a function of improving oxygen permeability and may be used in combination with a hydrophilic HEMA compound. The TRIS compound (33) and the MMA compound may be a monomer, thereby improving wettability (wetting property). The TRIS compound 33 may also be (tris-(trimethyl-silyl-porpyl-methacrylate)), and contact lenses and optical properties may be improved by the TRIS compound 33 . The monomer of the MPC compound 31 with biocompatibility and the TRIS compound 33 may be covalently bonded to the MMA compound 32 and -CH 2 -group by a group to become a lens material, for example, as follows can be displayed.

Figure pat00001
Figure pat00001

화학식 1과 같이 표시되는 화합물 또는 이와 유사한 화합물로 성형된 콘택트렌즈는 친수성 소재는 35 내지 45 %의 함수율 및 13.5×10-11(㎤/s) 내지 15.5×10-11(㎤/s)의 산소투과도를 가진다. 또한 가시광선 투과율이 적어도 90%가 될 수 있다. 이와 같은 본 발명에 따른 콘택트렌즈의 특성을 확인하기 위하여 MPC 화합물(31), MMA 화합물(32) 및 TRIS 화합물(33)로부터 콘택트렌즈가 만들어졌다. 도 2에서 제시된 블록 몰드 및 오목 몰드가 만들어지고, 오목 몰드에 각각의 화합물(31, 32, 33), 2-HEMA(2-hydroxyethyl methacrylate), EGDMA(ethylene glycol dimethacrylate) 및 AIBN(azobisiobutyronitrile)이 투입되어 125℃에서 30분 동안 중합이 되어 콘택트렌즈가 만들어졌다. 성형된 콘택트렌즈의 두께 및 산소투과율이 각각 ISO 18369-3 및 ISO 18369-4에 따라 이루어졌다. 두께는 중심 부분, 중간 부분 및 둘레 부분과 같이 3개의 부분에 대하여 측정되었고, 이와 함께 굴절력이 측정되었다. 샘플로 만들어진 50개의 콘택트렌즈의 평균 두께는 중심 부분, 중간 부분 및 둘레 부분의 평균 두께가 각각 65 ㎛, 150 ㎛ 및 100 ㎛가 되었다. 평균 정점굴절력은 -3.42가 되었고, 가시광선 투과율은 적어도 92%가 되었다. 그리고 평균 함수율은 42 %가 되었고, 산소 투과율(Dk/t)은 14.5 x 10-11 (cm/sec) (mlO2/mL×mmHg)가 되는 것으로 나타났다. 이와 같이 본 발명에 따른 콘택트렌즈는 높은 친수성을 가지면서 이와 동시에 산소투과도가 향상되어 생체적합성을 가진다는 것을 알 수 있다.A contact lens molded with the compound represented by Formula 1 or a similar compound has a hydrophilic material of 35 to 45% moisture content and 13.5×10 -11 (cm 3 /s) to 15.5×10 -11 (cm 3 /s) oxygen have permeability. Also, the visible light transmittance may be at least 90%. In order to confirm the characteristics of the contact lens according to the present invention, contact lenses were made from the MPC compound (31), the MMA compound (32), and the TRIS compound (33). The block mold and concave mold shown in FIG. 2 were made, and each compound (31, 32, 33), 2-hydroxyethyl methacrylate (2-HEMA), ethylene glycol dimethacrylate (EGDMA) and azobisiobutyronitrile (AIBN) were added to the concave mold. It was polymerized at 125°C for 30 minutes to make contact lenses. The thickness and oxygen transmittance of the molded contact lenses were made according to ISO 18369-3 and ISO 18369-4, respectively. The thickness was measured for three parts, such as a central part, a middle part, and a perimeter part, and the refractive power was measured together with it. The average thickness of the 50 contact lenses made into the sample was 65 μm, 150 μm, and 100 μm, respectively, with the average thickness of the central part, the middle part and the peripheral part. The average peak refractive power was -3.42, and the visible light transmittance was at least 92%. And the average moisture content was 42%, and the oxygen permeability (Dk/t) was found to be 14.5 x 10 -11 (cm/sec) (mlO2/mL×mmHg). As described above, it can be seen that the contact lens according to the present invention has high hydrophilicity and at the same time improved oxygen permeability to have biocompatibility.

위에서 본 발명은 제시된 실시 예를 참조하여 상세하게 설명이 되었지만 이 분야에서 통상의 지식을 가진 자는 제시된 실시 예를 참조하여 본 발명의 기술적 사상을 벗어나지 않는 범위에서 다양한 변형 및 수정 발명을 만들 수 있을 것이다. 본 발명은 이와 같은 변형 및 수정 발명에 의하여 제한되지 않으며 다만 아래에 첨부된 청구범위에 의하여 제한된다. Although the present invention has been described in detail with reference to the presented embodiment, those skilled in the art will be able to make various modifications and variations of the invention without departing from the technical spirit of the present invention with reference to the presented embodiment. . The present invention is not limited by such variations and modifications, but only by the claims appended hereto.

11a 내지 12b: 인서트 13a, 13b: 몰드
14: 렌즈 15: 실링 포장지
31: MPC 화합물 32: MMA 화합물
33: TRIS 화합물
11a to 12b: inserts 13a, 13b: mold
14: lens 15: sealing wrapping paper
31: MPC compound 32: MMA compound
33: TRIS compound

Claims (4)

2-히드록시에틸 메타클레이트(2-Hydorxyethyl methacylate: 2-HEMA) 및 2-메타아크릴로일옥시에틸 포스포릴클로린(2-Methacryloyloxyethyl phosphorylcholine:MPC)의 공중합체를 포함하면서 친수성 소재로부터 성형된 생체적합성 콘택트렌즈.A living body molded from a hydrophilic material while containing a copolymer of 2-hydroxyethyl methacylate (2-HEMA) and 2-methacryloyloxyethyl phosphorylcholine (MPC) Conformity contact lenses. 청구항 1에 있어서, 친수성 소재는 35 내지 45 %의 함수율 및 13.5×10-11(㎤/s) 내지 15.5×10-11(㎤/s)의 산소투과도(Dk/t)를 가지는 것을 특징으로 하는 생체적합성 콘택트렌즈.The method according to claim 1, wherein the hydrophilic material has a moisture content of 35 to 45% and oxygen permeability (Dk/t) of 13.5 × 10 -11 (cm 3 /s) to 15.5 × 10 -11 (cm 3 /s), characterized in that Biocompatible contact lenses. 청구항 1에 있어서, 친수성 소재는 MPC 모노머 및 실리콘 모노머를 포함하는 것을 특징으로 하는 생체적합성 콘택트렌즈. The biocompatible contact lens of claim 1, wherein the hydrophilic material comprises an MPC monomer and a silicone monomer. 청구항 1에 있어서, 친수성 소재는 MMA(Methyl Methacrylate) 화합물이 MPC 화합물 및 TRIS((3-(Methacryloyloxy)Propyl tris(Trimethylsiloxy)silane) 화합물에 -CH2-에 의하여 결합된 것을 특징으로 하는 생체적합성 콘택트렌즈. The method according to claim 1, wherein the hydrophilic material is a biocompatible contact, characterized in that the MMA (Methyl Methacrylate) compound is bonded to the MPC compound and the TRIS ((3- (Methacryloyloxy) Propyl tris (Trimethylsiloxy)silane) compound by -CH 2 -) lens.
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