KR101860832B1 - Novel Silicone Hydrogel Contact Lens with High Oxygen Transmissibility and Wettability - Google Patents
Novel Silicone Hydrogel Contact Lens with High Oxygen Transmissibility and Wettability Download PDFInfo
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- KR101860832B1 KR101860832B1 KR1020160112447A KR20160112447A KR101860832B1 KR 101860832 B1 KR101860832 B1 KR 101860832B1 KR 1020160112447 A KR1020160112447 A KR 1020160112447A KR 20160112447 A KR20160112447 A KR 20160112447A KR 101860832 B1 KR101860832 B1 KR 101860832B1
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- South Korea
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- silicone hydrogel
- hydrogel contact
- contact lens
- wettability
- oxygen permeability
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- 229920001296 polysiloxane Polymers 0.000 title claims abstract description 54
- 239000000017 hydrogel Substances 0.000 title claims abstract description 45
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 title claims abstract description 44
- 229910052760 oxygen Inorganic materials 0.000 title claims abstract description 44
- 239000001301 oxygen Substances 0.000 title claims abstract description 44
- 239000000178 monomer Substances 0.000 claims abstract description 57
- 230000035699 permeability Effects 0.000 claims abstract description 38
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 14
- 239000000126 substance Substances 0.000 claims abstract description 13
- 239000003505 polymerization initiator Substances 0.000 claims abstract description 11
- 239000000203 mixture Substances 0.000 claims abstract description 8
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical group N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 claims description 18
- 238000002834 transmittance Methods 0.000 claims description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 15
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 6
- 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 4
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical group FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 claims description 4
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 claims description 4
- 239000003086 colorant Substances 0.000 claims description 3
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 abstract description 10
- 229910052710 silicon Inorganic materials 0.000 abstract description 10
- 239000010703 silicon Substances 0.000 abstract description 10
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 8
- 239000000463 material Substances 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 5
- 230000002209 hydrophobic effect Effects 0.000 description 5
- 238000012986 modification Methods 0.000 description 5
- 230000004048 modification Effects 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 238000003786 synthesis reaction Methods 0.000 description 5
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 230000005660 hydrophilic surface Effects 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 238000004381 surface treatment Methods 0.000 description 3
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical group NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- 230000005540 biological transmission Effects 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- -1 danded yellow 10 Chemical compound 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000009832 plasma treatment Methods 0.000 description 2
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 2
- 239000004926 polymethyl methacrylate Substances 0.000 description 2
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 1
- BESKSSIEODQWBP-UHFFFAOYSA-N 3-tris(trimethylsilyloxy)silylpropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCC[Si](O[Si](C)(C)C)(O[Si](C)(C)C)O[Si](C)(C)C BESKSSIEODQWBP-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 241000282994 Cervidae Species 0.000 description 1
- 206010055665 Corneal neovascularisation Diseases 0.000 description 1
- 206010011033 Corneal oedema Diseases 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- NBOCBWJUDBATAS-UHFFFAOYSA-N [2-hydroxy-3-[3-[methyl-bis(trimethylsilyloxy)silyl]propoxy]propyl] 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(O)COCCC[Si](C)(O[Si](C)(C)C)O[Si](C)(C)C NBOCBWJUDBATAS-UHFFFAOYSA-N 0.000 description 1
- 210000004204 blood vessel Anatomy 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 210000004087 cornea Anatomy 0.000 description 1
- 201000004778 corneal edema Diseases 0.000 description 1
- 201000000159 corneal neovascularization Diseases 0.000 description 1
- 238000003851 corona treatment Methods 0.000 description 1
- 238000011067 equilibration Methods 0.000 description 1
- 230000000887 hydrating effect Effects 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000005661 hydrophobic surface Effects 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229940088644 n,n-dimethylacrylamide Drugs 0.000 description 1
- YLGYACDQVQQZSW-UHFFFAOYSA-N n,n-dimethylprop-2-enamide Chemical compound CN(C)C(=O)C=C YLGYACDQVQQZSW-UHFFFAOYSA-N 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- VVOPUZNLRVJDJQ-UHFFFAOYSA-N phthalocyanine copper Chemical compound [Cu].C12=CC=CC=C2C(N=C2NC(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2N1 VVOPUZNLRVJDJQ-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 230000003236 psychic effect Effects 0.000 description 1
- HFIYIRIMGZMCPC-YOLJWEMLSA-J remazole black-GR Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]S(=O)(=O)C1=CC2=CC(S([O-])(=O)=O)=C(\N=N\C=3C=CC(=CC=3)S(=O)(=O)CCOS([O-])(=O)=O)C(O)=C2C(N)=C1\N=N\C1=CC=C(S(=O)(=O)CCOS([O-])(=O)=O)C=C1 HFIYIRIMGZMCPC-YOLJWEMLSA-J 0.000 description 1
- 125000005373 siloxane group Chemical group [SiH2](O*)* 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- YSIQPJVFCSCUMU-UHFFFAOYSA-N trimethyl-[methyl-[3-(oxiran-2-ylmethoxy)propyl]-trimethylsilyloxysilyl]oxysilane Chemical compound C[Si](C)(C)O[Si](C)(O[Si](C)(C)C)CCCOCC1CO1 YSIQPJVFCSCUMU-UHFFFAOYSA-N 0.000 description 1
Classifications
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- 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
- G02C7/049—Contact lenses having special fitting or structural features achieved by special materials or material structures
-
- 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
-
- 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
- C08F216/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical
- C08F216/36—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical by a ketonic radical
-
- 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
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
-
- 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
- C08F26/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen
- C08F26/06—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen by a heterocyclic ring containing nitrogen
- C08F26/08—N-Vinyl-pyrrolidine
-
- 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
- C08F30/00—Homopolymers or copolymers 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
- C08F30/04—Homopolymers or copolymers 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
- C08F30/08—Homopolymers or copolymers 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/42—Block-or graft-polymers containing polysiloxane sequences
- C08G77/442—Block-or graft-polymers containing polysiloxane sequences containing vinyl polymer sequences
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
- C08J3/03—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media
- C08J3/075—Macromolecular gels
-
- 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
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2300/00—Characterised by the use of unspecified polymers
- C08J2300/14—Water soluble or water swellable polymers, e.g. aqueous gels
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- Chemical & Material Sciences (AREA)
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- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
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- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Dispersion Chemistry (AREA)
- Ophthalmology & Optometry (AREA)
- General Health & Medical Sciences (AREA)
- Eyeglasses (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
본 발명은 산소투과성 및 습윤성이 우수한 신규한 실리콘하이드로겔 콘택트렌즈에 관한 것으로, 보다 상세하게는 다음 [화학식 1]로 표시되는 실리콘 함유 단량체와, 다음 [화학식 2]로 표시되는 제1친수성 단량체와, 다음 [화학식 3]으로 표시되는 제2친수성 단량체와, 다음 [화학식 4]로 표시되는 제3친수성 단량체와, 가교제와, 중합개시제를 포함하는 조성물을 공중합한 산소투과성 및 습윤성이 우수한 신규한 실리콘하이드로겔 콘택트렌즈에 관한 것이다.
[화학식 1]
[화학식 2]
[화학식 3]
[화학식 4]
[Chemical Formula 1]
(2)
(3)
[Chemical Formula 4]
Description
본 발명은 산소투과성 및 습윤성이 우수한 신규한 실리콘하이드로겔 콘택트렌즈에 관한 것으로, 보다 상세하게는 다음 [화학식 1]로 표시되는 실리콘 함유 단량체와, 다음 [화학식 2]로 표시되는 제1친수성 단량체와, 다음 [화학식 3]으로 표시되는 제2친수성 단량체와, 다음 [화학식 4]로 표시되는 제3친수성 단량체와, 가교제와, 중합개시제를 포함하는 조성물을 공중합한 산소투과성 및 습윤성이 우수한 신규한 실리콘하이드로겔 콘택트렌즈에 관한 것이다.The present invention relates to a novel silicone hydrogel contact lens excellent in oxygen permeability and wettability and, more particularly, to a silicone hydrogel contact lens having a silicon-containing monomer represented by the following formula (1), a first hydrophilic monomer represented by the following formula , A novel hydrophilic monomer having excellent oxygen permeability and wettability by copolymerizing a composition comprising a second hydrophilic monomer represented by the following formula (3), a third hydrophilic monomer represented by the following formula (4), a crosslinking agent and a polymerization initiator The present invention relates to a hydrogel contact lens.
[화학식 1][Chemical Formula 1]
[화학식 2](2)
[화학식 3](3)
[화학식 4][Chemical Formula 4]
일반적으로 소프트렌즈는 크게 Polymethylmetharylate(PMMA)를 기본 물질로 하는 하드렌즈와, 2-Hydroxyethylmethacylate(HEMA)를 기본 물질로 하는 소프트렌즈로 나눈다.Generally, the soft lens is divided into a hard lens made of polymethylmethacrylate (PMMA) as a base material and a soft lens made of 2-hydroxyethylmethacylate (HEMA) as a base material.
먼저, 하드렌즈는 두껍고 딱딱한 재질로 되어있으며, 산소투과율이 높고 함수율이 거의 없어 건조한 상태로 보관하기 때문에 세균 발생 우려가 적은 반면, 소프트렌즈는 일정한 함수율을 갖고 있기 때문에 부드러운 재질로 착용감이 우수하나 하드렌즈에 비해 낮은 산소투과율과 수분을 항상 함유하고 있어 세균 발생이 우려되며 혈관이 없는 각막에 충분한 산소공급을 하지 못하여 각막부종, 신생혈관 등의 여러 가지 부작용이 야기된다.First, the hard lens is made of thick and rigid material. Since it has high oxygen transmission rate and little water content, it is kept dry, so there is less concern about the occurrence of bacteria. Soft lens has a constant water content, It has lower oxygen permeability and moisture than lenses, so it is concerned about the occurrence of bacteria. Because it does not supply sufficient oxygen to the cornea without blood vessels, various side effects such as corneal edema and neovascularization are caused.
이러한, 상기 소프트렌즈가 갖고 있는 문제점을 해소하기 위해 산소투과성 재질이면서 착용감이 편안한 재질로 실리콘하이드로겔(silicone hydrogel)을 많이 사용하고 있다. 현재 실리콘 하이드로겔렌즈는 소수성의 표면을 위해 플라즈마 코팅, 퍼포마 코팅등 후공정에 별도의 표면처리를 통해 표면개질을 시키고 있다.In order to solve the problems of the soft lens, a silicone hydrogel is often used as an oxygen-permeable and comfortable material. Currently, silicon hydrogel lenses are surface modified for hydrophobic surfaces by plasma treatment or after perfume coating.
예를 들어, 시바비젼에서 생산되고 있는 실리콘 하이드로겔 렌즈의 경우 플라즈마 처리를 하여 렌즈 표면을 친수성으로 개질 하였으며, 바슈롬에서 생산되고 있는 실리콘 하이드로겔 렌즈의 경우 퍼포마코팅처리를 하여 실리콘 특유의 소수성 재질을 친수성으로 개질하였다.For example, in the case of silicone hydrogel lenses produced by CIBA VISION, the surface of the lens was modified to be hydrophilic by plasma treatment. In the case of the silicone hydrogel lens produced in Bausch & Lomb, the lens was coated with performa, Was modified to be hydrophilic.
그러나, 상기한 표면 개질 또는 코팅은 실리콘이 가지고 있는 소수성 재질을 표면만을 친수성으로 개질한 것에 불과하므로 콘택트렌즈를 사용함에 따라 친수성 개질이 점차 원래 성질인 소수성 개질로 변질되는 속성을 가지고 있을 뿐만 아니라. 실리콘 특성상 함수율이 낮기 때문에 렌즈표면이 소수성 성질을 가지므로 렌즈 성형 후 후공정 플라즈마와 같은 표면처리를 통해 친수성으로 변화켜야 하기 때문에 공정상 번거러움이 발생되고, 소수성 표면으로 인해 렌즈 표면에 단백질 침착 문제 또한 발생된다.However, since the above-mentioned surface modification or coating is merely a modification of the hydrophobic material possessed by silicon only to the hydrophilic nature of the surface, the hydrophilic modification is gradually transformed into the hydrophobic modification, which is the original property, by using the contact lens. Because of its low water content due to its silicon nature, the surface of the lens has a hydrophobic property, so it needs to be changed to a hydrophilic surface through a surface treatment such as a post-process plasma after the lens is formed. Therefore, the process is troublesome. .
이에 따라, 표면개질하지 않고 산소투과성이면서 친수성인 다양한 실리콘-함유 단량체들이 개발되고 있는데, 예를 들면, 3-[트리스(트리메틸실록시)실릴]프로필 메타크릴레이트 등이 콘택트 렌즈 제조용 단량체로써 널리 사용되고 있으며, 공개특허공보 제10-2011-0074517호(2011.06.30.)에서는 분지형 연결기를 갖는 폴리에테르를 함유하는 모노-(메트)아크릴레이트 작용화된 친수성 실리콘 단량체에 관해 기재되어 있고, 공개특허공보 제10-2013-0016295호(2013.02.14.)에서는 분자 내에 2개 이상의 -OSi 반복 단위들을 갖는 직쇄 실록사닐기 및 (메트)아크릴아미드기를 포함하는, 실리콘 (메트)아크릴아미드 단량체에 관해 기재되어 있으며, 공개특허공보 제10-2009-0077923호(2009.07.16.)에서는 입체장애적 가수분해-저항성 실리콘 화합물 및 이의 제조방법이 공지되어 있다.Accordingly, various silicon-containing monomers which are not surface modified but are hydrophilic and permeable to oxygen have been developed. For example, 3- [tris (trimethylsiloxy) silyl] propyl methacrylate and the like are widely used as monomers for producing contact lenses And in Published Patent Application No. 10-2011-0074517 (June 30, 2011), a mono (meth) acrylate functionalized hydrophilic silicone monomer containing a polyether having a branched linkage is described, Publication No. 10-2013-0016295 (Feb. 13, 2013) discloses a silicone (meth) acrylamide monomer containing a straight-chain siloxane group having two or more -OSi repeating units in a molecule and a (meth) acrylamide group , And Published Patent Application No. 10-2009-0077923 (July 16, 2009) discloses a sterically hindered hydrolysis-resistant silicone compound and a method for producing the same.
또한, 한국등록특허 10-1599913에는 하기 화학식 A 또는 화학식 B로 표시되는 화합물을 2-히드록시에틸 메타아크릴레이트(HEMA, 2-Hydroxyethyl methacrlyate)와 공중합시킨 실리콘하이드로겔이 공지되어 있다.Korean Patent No. 10-1599913 discloses a silicone hydrogel obtained by copolymerizing a compound represented by the following formula (A) or (B) with 2-hydroxyethyl methacrylate (HEMA).
[화학식 A](A)
[화학식 B][Chemical Formula B]
또한, 한국등록특허 10-1427088에는 하기 화학식 1의 실리콘-함유 단량체를 2-히드록시에틸 메타아크릴레이트(HEMA, 2-Hydroxyethyl methacrlyate)와 공중합시킨 실리콘하이드로겔이 공지되어 있다.Korean Patent No. 10-1427088 discloses a silicone hydrogel obtained by copolymerizing a silicone-containing monomer represented by the following formula (1) with 2-hydroxyethyl methacrylate (HEMA).
화학식 1Formula 1
그러나, 상기 종래 기술에 따른 실리콘 함유 단량체들은 소수성을 띄기 때문에 2-히드록시에틸 메타아크릴레이트(HEMA, 2-Hydroxyethyl methacrlyate) 등의 친수성 단량체들과 같이 중합에 사용되어 콘택트 렌즈 재료로 사용되고 있기는 하지만, 상기 소수성 실리콘 단량체들은 친수성의 다른 단량체들과 섞이지 않기 때문에 제조된 렌즈가 혼탁해져 광투과율이 낮은 단점을 가졌고, 함수율도 만족스럽지 못한 단점이 있다.However, since the silicone-containing monomers according to the prior art are hydrophobic, they are used for polymerization as hydrophilic monomers such as 2-hydroxyethyl methacrylate (HEMA) and the like and used as a contact lens material , Since the hydrophobic silicone monomers are not mixed with other hydrophilic monomers, the manufactured lens becomes turbid and has a low light transmittance and has a disadvantage in that the water content is unsatisfactory.
따라서 소수성이면서 산소투과성이 우수한 실리콘 함유 단량체와 친수성 단량체인 HEMA 등을 공중합하여 산소투과성, 가시광투과율, 습윤성을 동시에 높일 수 있는 신규한 실리콘하이드로겔 화합물의 개발에 대한 연구는 지속적으로 요구되고 있다. Therefore, there is a continuing need to develop a novel silicone hydrogel compound capable of simultaneously increasing oxygen permeability, visible light transmittance, and wettability by copolymerizing a silicone-containing monomer having hydrophobicity and excellent oxygen permeability and HEMA as a hydrophilic monomer.
본 발명은 상기한 문제점들을 해결하기 위한 것으로, 실리콘 하이드로겔 렌즈의 친수 표면처리 후공정 절차가 필요 없으며 산소투과성이 우수한 실리콘 함유 단량체와, 3종류의 친수성 단량체를 공중합하여 산소투과성, 가시광투과율, 습윤성이 우수한 신규한 실리콘하이드로겔 콘택트렌즈를 제공하는 것을 해결하고자 하는 과제로 한다.Disclosure of Invention Technical Problem [8] The present invention has been made to solve the above-mentioned problems, and it is an object of the present invention to provide a silicone hydrogel lens, which does not require a process step after hydrophilic surface treatment of a silicone hydrogel lens and which has a high oxygen permeability and a hydrophilic monomer copolymerized with three kinds of hydrophilic monomers, And to provide an excellent novel silicone hydrogel contact lens.
본 발명은 상기 과제를 해결하기 위하여, 다음 [화학식 1]로 표시되는 실리콘 함유 단량체와, 다음 [화학식 2]로 표시되는 제1친수성 단량체와, 다음 [화학식 3]으로 표시되는 제2친수성 단량체와, 다음 [화학식 4]로 표시되는 제3친수성 단량체와, 가교제와, 중합개시제를 포함하는 조성물을 공중합한 산소투과성 및 습윤성이 우수한 신규한 실리콘하이드로겔 콘택트렌즈를 과제의 해결수단으로 한다.In order to solve the above-described problems, the present invention provides a silicone composition comprising a silicone-containing monomer represented by the following formula (1), a first hydrophilic monomer represented by the following formula (2), a second hydrophilic monomer represented by the following formula , A third hydrophilic monomer represented by the following formula (4), a crosslinking agent, and a polymerization initiator is copolymerized with a novel silicone hydrogel contact lens having excellent oxygen permeability and wettability.
[화학식 1][Chemical Formula 1]
[화학식 2](2)
[화학식 3](3)
[화학식 4][Chemical Formula 4]
또한, 상기 산소투과성 및 습윤성이 우수한 신규한 실리콘하이드로겔 콘택트렌즈는 상기 [화학식 1]로 표시되는 실리콘 함유 단량체 25~49 mol%와, 상기 [화학식 2]로 표시되는 제1친수성 단량체 8~45 mol%와, 상기 [화학식 3]으로 표시되는 제2친수성 단량체 10~55 mol%와, 상기 [화학식 4]로 표시되는 제3친수성 단량체 10~25 mol%와, 상기 가교제 0.1~1.2 mol%를 포함하는 조성물을 공중합한 것을 과제의 해결수단으로 한다.Further, the novel silicone hydrogel contact lens having excellent oxygen permeability and wettability is obtained by mixing 25 to 49 mol% of the silicon-containing monomer represented by the above formula (1) and the first hydrophilic monomers 8 to 45 10 to 55 mol% of the second hydrophilic monomer represented by the formula 3, 10 to 25 mol% of the third hydrophilic monomer represented by the formula 4, and 0.1 to 1.2 mol% of the crosslinking agent, As a solution to the problem.
상기 가교제는 에틸렌글리콜디메타아크릴레이트, 트리에틸렌글리콜디메타아크릴레이트, 디비닐벤젠으로부터 선택되는 것을 과제의 해결수단으로 한다.The crosslinking agent is selected from ethylene glycol dimethacrylate, triethylene glycol dimethacrylate, and divinylbenzene.
상기 중합개시제는 아조비스이소부티로나이트릴(AIBN)인 것을 과제의 해결수단으로 한다. And the polymerization initiator is azobisisobutyronitrile (AIBN).
상기 산소투과성 및 습윤성이 우수한 신규한 실리콘하이드로겔 콘택트렌즈는 가시광선투과율(%)이 98.0~99.5인 것을 과제의 해결수단으로 한다.A novel silicone hydrogel contact lens excellent in oxygen permeability and wettability has a visible light transmittance (%) of 98.0 to 99.5.
상기 산소투과성 및 습윤성이 우수한 신규한 실리콘하이드로겔 콘택트렌즈는 함수율(%)이 61~70인 것을 과제의 해결수단으로 한다.The novel silicone hydrogel contact lens excellent in oxygen permeability and wettability has a water content (%) of 61 to 70 as a solution to the problem.
상기 산소투과성 및 습윤성이 우수한 신규한 실리콘하이드로겔 콘택트렌즈는 산소투과율(Dk/t)이 40~43인 것을 과제의 해결수단으로 한다.A novel silicone hydrogel contact lens excellent in oxygen permeability and wettability has a oxygen permeability (Dk / t) of 40 to 43 as a solution to the problem.
상기 산소투과성 및 습윤성이 우수한 신규한 실리콘하이드로겔 콘택트렌즈는 착색제를 더 포함하여 칼라렌즈로 형성되는 것을 과제의 해결수단으로 한다.The novel silicone hydrogel contact lens having excellent oxygen permeability and wettability is further provided with a coloring agent and is formed of a color lens.
본 발명에 따른 산소투과성 및 습윤성이 우수한 신규한 실리콘하이드로겔 콘택트렌즈는 산소투과성이 우수한 실리콘 함유 단량체와, 3종류의 친수성 단량체를 공중합하여 제조됨으로써, 실리콘 하이드로겔 렌즈의 친수 표면처리 후공정 절차가 필요없이도 산소투과성, 가시광투과율, 습윤성을 동시에 높일 수 있는 우수한 효과가 있다.A novel silicone hydrogel contact lens having excellent oxygen permeability and wettability according to the present invention is prepared by copolymerizing a silicon-containing monomer having excellent oxygen permeability and three kinds of hydrophilic monomers so that a process procedure after the hydrophilic surface treatment of the silicone hydrogel lens is There is an excellent effect that oxygen permeability, visible light transmittance, and wettability can be increased at the same time without necessity.
본 발명은 다음 [화학식 1]로 표시되는 실리콘 함유 단량체와, 다음 [화학식 2]로 표시되는 제1친수성 단량체와, 다음 [화학식 3]으로 표시되는 제2친수성 단량체와, 다음 [화학식 4]로 표시되는 제3친수성 단량체와, 가교제와, 중합개시제를 포함하는 조성물을 공중합한 산소투과성 및 습윤성이 우수한 신규한 실리콘하이드로겔 콘택트렌즈를 기술구성의 특징으로 한다.The present invention relates to a silicone composition comprising a silicone-containing monomer represented by the following formula (1), a first hydrophilic monomer represented by the following formula (2), a second hydrophilic monomer represented by the following formula (3) A novel silicone hydrogel contact lens which is excellent in oxygen permeability and wettability by copolymerizing a third hydrophilic monomer to be displayed, a crosslinking agent and a composition containing a polymerization initiator.
[화학식 1][Chemical Formula 1]
[화학식 2](2)
[화학식 3](3)
[화학식 4][Chemical Formula 4]
또한, 상기 산소투과성 및 습윤성이 우수한 신규한 실리콘하이드로겔 콘택트렌즈는 상기 [화학식 1]로 표시되는 실리콘 함유 단량체 25~49 mol%와, 상기 [화학식 2]로 표시되는 제1친수성 단량체 8~45 mol%와, 상기 [화학식 3]으로 표시되는 제2친수성 단량체 10~55 mol%와, 상기 [화학식 4]로 표시되는 제3친수성 단량체 10~25 mol%와, 상기 가교제 0.1~1.2 mol%를 포함하는 조성물을 공중합한 것을 기술구성의 특징으로 한다.Further, the novel silicone hydrogel contact lens having excellent oxygen permeability and wettability is obtained by mixing 25 to 49 mol% of the silicon-containing monomer represented by the above formula (1) and the first hydrophilic monomers 8 to 45 10 to 55 mol% of the second hydrophilic monomer represented by the formula 3, 10 to 25 mol% of the third hydrophilic monomer represented by the formula 4, and 0.1 to 1.2 mol% of the crosslinking agent, Is copolymerized with the composition of the present invention.
상기 가교제는 에틸렌글리콜디메타아크릴레이트, 트리에틸렌글리콜디메타아크릴레이트, 디비닐벤젠으로부터 선택되는 것을 기술구성의 특징으로 한다.Wherein the crosslinking agent is selected from ethylene glycol dimethacrylate, triethylene glycol dimethacrylate and divinylbenzene.
상기 중합개시제는 아조비스이소부티로나이트릴(AIBN)인 것을 기술구성의 특징으로 한다. Wherein the polymerization initiator is azobisisobutyronitrile (AIBN).
상기 산소투과성 및 습윤성이 우수한 신규한 실리콘하이드로겔 콘택트렌즈는 가시광선투과율(%)이 98.0~99.5인 것을 기술구성의 특징으로 한다.The novel silicone hydrogel contact lens excellent in oxygen permeability and wettability has a visible light transmittance (%) of 98.0 to 99.5.
상기 산소투과성 및 습윤성이 우수한 신규한 실리콘하이드로겔 콘택트렌즈는 함수율(%)이 61~70인 것을 기술구성의 특징으로 한다.The novel silicone hydrogel contact lens having excellent oxygen permeability and wettability has a moisture content of 61 to 70%.
상기 산소투과성 및 습윤성이 우수한 신규한 실리콘하이드로겔 콘택트렌즈는 산소투과율(Dk/t)이 40~43인 것을 기술구성의 특징으로 한다.The novel silicone hydrogel contact lens excellent in oxygen permeability and wettability has the oxygen permeability (Dk / t) of 40 to 43.
상기 산소투과성 및 습윤성이 우수한 신규한 실리콘하이드로겔 콘택트렌즈는 착색제를 더 포함하여 칼라렌즈로 형성되는 것을 기술구성의 특징으로 한다.The novel silicone hydrogel contact lens excellent in oxygen permeability and wettability is further characterized by comprising a colorant and formed of a color lens.
이하에서는 본 발명이 속하는 기술분야에서 통상의 지식을 가진 자가 용이하게 실시할 수 있도록 본 발명의 실시예를 통하여 상세히 설명한다. 그러나 본 발명은 여러 가지 상이한 형태로 구현될 수 있으며, 여기에서 설명하는 실시예에 한정되지 않는다.Hereinafter, embodiments of the present invention will be described in detail with reference to the accompanying drawings. The present invention may, however, be embodied in many different forms and should not be construed as limited to the embodiments set forth herein.
본 발명에 따른 산소투과성 및 습윤성이 우수한 신규한 실리콘하이드로겔 콘택트렌즈는 다음 [화학식 1]로 표시되는 실리콘 함유 단량체와, 다음 [화학식 2]로 표시되는 제1친수성 단량체와, 다음 [화학식 3]으로 표시되는 제2친수성 단량체와, 다음 [화학식 4]로 표시되는 제3친수성 단량체와, 가교제와, 중합개시제를 포함하는 조성물을 공중합하여 제조된다.A novel silicone hydrogel contact lens having excellent oxygen permeability and wettability according to the present invention is a silicone hydrogel contact lens having excellent oxygen permeability and wettability, comprising a silicone-containing monomer represented by the following formula (1), a first hydrophilic monomer represented by the following formula (2) , A third hydrophilic monomer represented by the following formula (4), a crosslinking agent, and a polymerization initiator.
[화학식 1][Chemical Formula 1]
[화학식 2](2)
[화학식 3](3)
[화학식 4][Chemical Formula 4]
이때, [화학식 1]의 심리콘 함유 단량체는 1,1,1,3,5,5,5-헵타메틸-3-(3-글리시딜옥시프로필)트리실록산 및 2-메틸프로페노익산을 다음 반응식에 따라 반응시켜 제조될 수 있다.At this time, the psychic cone-containing monomer of the formula (1) is obtained by reacting 1,1,1,3,5,5,5-heptamethyl-3- (3-glycidyloxypropyl) trisiloxane and 2-methylpropanoic acid Can be prepared by reacting according to the following reaction formula.
또한, 상기 [화학식 2] 내지 [화학식 4]는 각각 Hydroxyethyl Methacrylate, N,N-Dimethylacryamide, N-Vinyl-Pyrrolidone인 친수성 단량체로서, 실리콘 하이드로겔 렌즈의 습윤성을 향상시키고, 가시광투과율을 높일 수 있는 것이다.In addition, the above-mentioned formulas (2) to (4) are hydrophilic monomers each of which is Hydroxyethyl Methacrylate, N, N-Dimethylacrylamide and N-Vinyl-Pyrrolidone, and improve the wettability of the silicone hydrogel lens and increase the visible light transmittance .
특히, 상기 산소투과성 및 습윤성이 우수한 신규한 실리콘하이드로겔 콘택트렌즈는 상기 [화학식 1]로 표시되는 실리콘 함유 단량체 25~49 mol%와, 상기 [화학식 2]로 표시되는 제1친수성 단량체 8~45 mol%와, 상기 [화학식 3]으로 표시되는 제2친수성 단량체 10~55 mol%와, 상기 [화학식 4]로 표시되는 제3친수성 단량체 10~25 mol%와, 상기 가교제 0.1~1.2 mol%를 포함하는 조성물을 공중합하여 제조하는 것이 산소투과성, 습윤성 및 가시광투과율에 바람직하다.In particular, a novel silicone hydrogel contact lens having excellent oxygen permeability and wettability is obtained by mixing 25 to 49 mol% of the silicon-containing monomer represented by the formula (1) and the first hydrophilic monomer 8 to 45 10 to 55 mol% of the second hydrophilic monomer represented by the formula 3, 10 to 25 mol% of the third hydrophilic monomer represented by the formula 4, and 0.1 to 1.2 mol% of the crosslinking agent, Is preferable for oxygen permeability, wettability and visible light transmittance.
이때, 상기 가교제는 에틸렌글리콜디메타아크릴레이트, 트리에틸렌글리콜디메타아크릴레이트, 디비닐벤젠으로부터 선택되는 것을 사용할 수 있으며, 중합개시제는 아조비스이소부티로나이트릴(AIBN)을 사용하는 것이 바람직하다.At this time, the crosslinking agent may be selected from ethylene glycol dimethacrylate, triethylene glycol dimethacrylate and divinylbenzene, and azobisisobutyronitrile (AIBN) is preferably used as the polymerization initiator .
아울러, 본 발명의 상기 산소투과성 및 습윤성이 우수한 신규한 실리콘하이드로겔 콘택트렌즈는 투명한 것일 수도 있으며, 리액티브블랙 5, 산화타이타늄, 디앤드씨옐로우 10, 산화철, 안료그린 7, 프탈로사이아나토 구리 등으로부터 선택된 착색제를 더 포함하여 칼라렌즈로 형성될 수도 있다.In addition, the novel silicone hydrogel contact lenses having excellent oxygen permeability and wettability according to the present invention may be transparent, and may include reactive black 5, titanium oxide, danded yellow 10, iron oxide, pigment green 7, phthalocyanine Copper, or the like, and may be formed of a color lens.
[산소투과성 및 습윤성이 우수한 [Excellent in oxygen permeability and wettability 신규한New 실리콘하이드로겔Silicone hydrogel 합성] synthesis]
상기 [화학식 1]로 표시되는 실리콘 함유 단량체(3-[3-(1,1,1,3,5,5,5-Heptamethyl-3-trisiloxanyl)propoxy]-2-hydroxypropyl methacrylate; GSMA)와, 상기 [화학식 2]로 표시되는 제1친수성 단량체(Hydroxyethyl Methacrylate; HEMA)와, 상기 [화학식 3]으로 표시되는 제2친수성 단량체(N,N-Dimethylacryamide; DMA)와, 상기 [화학식 4]로 표시되는 제3친수성 단량체(N,N-Dimethylacryamide: NVP)와, 가교제인 디비닐벤젠(Divinyl benzene)을 [표 1]과 같이 혼합 조성하여 본 발명의 실리콘하이드로겔을 제조하였다.(3- [3- (1,1,1,3,5,5,5-Heptamethyl-3-trisiloxanyl) propoxy] -2-hydroxypropyl methacrylate (GSMA) represented by the above formula (1) A first hydrophilic monomer (HEMA) represented by Formula 2, a second hydrophilic monomer (DMA) represented by Formula 3, and a second hydrophilic monomer represented by Formula 4 (N, N-Dimethylacryamide: NVP) and a crosslinking agent divinyl benzene were mixed and compounded as shown in Table 1 to prepare a silicone hydrogel of the present invention.
[콘택트렌즈 제조][Contact Lens Manufacturing]
상기 [실시예 1]에서 제조된 실리콘하이드로겔 용액에 중합개시제인 AIBN을 첨가하여 Polypropylene으로 제조된 몰드에 주입하고 120℃에서 20분간 코로나 처리와 함께 중합시켜 경화시킨 후, 몰드에서 렌즈를 분리하여 각각의 렌즈를 제조하였다.AIBN, which is a polymerization initiator, was added to the silicone hydrogel solution prepared in [Example 1], and the mixture was injected into a mold made of polypropylene and cured at 120 ° C for 20 minutes by corona treatment and then the lens was separated from the mold Each lens was prepared.
[함수율, 가시광투과율, 산소투과율 측정][Water content, visible light transmittance, oxygen transmittance measurement]
상기 [실시예 2]에서 제조된 렌즈의 함수율, 가시광투과율, 산소투과율을 다음과 같이 측정하고 그 결과를 [표 2]에 나타내었다.The water content, visible light transmittance and oxygen transmittance of the lens prepared in [Example 2] were measured as follows, and the results are shown in Table 2. [Table 2]
(1) 함수율(%)(1) Moisture content (%)
24시간 이상 충분히 렌즈를 수화시킨 후, 렌즈의 물기를 사슴가죽으로 가볍게 눌러서 제거한 다음 중량을 측정하였다.(M1) 그 다음 렌즈를 건조기에서 최소 30분이상 건조하여 더 이상 무게변동이 없을 때 그때의 무게를 측정하였다.(M2) 동일한 방법으로 10개이상의 렌즈의 무개를 각각 측정하여 각각의 함수율을 측정하고 평균값을 함수율로 결정하였다. 함수율(%)은 산출식(함수율(%) = (M1-M2)/M1 X 100)으로 계산하였다.After sufficiently hydrating the lens for more than 24 hours, the lens moisture was removed by lightly pressing with deer skin and then the weight was measured (M1). The lens was then dried in the dryer for at least 30 minutes, (M2) In the same manner, the water content of each of 10 or more lenses was measured, and the water content of each lens was measured and the average value was determined as the water content. The water content (%) was calculated by the formula (water content (%) = (M1-M2) / M1 X 100).
(2) 가시광투과율(%)(2) Visible light transmittance (%)
SM 칼라 컴퓨터(모델 SM-7-CH, Suga Test Instruments Co. Ltd.)를 사용하여 측정하였다. 렌즈 상의 수분을 가볍게 닦아내고, 이어서 렌즈를 광경로에 세팅하고 측정하였다.And measured using an SM color computer (Model SM-7-CH, Suga Test Instruments Co. Ltd.). The moisture on the lens was gently wiped off, and then the lens was set on the optical path and measured.
(3) 산소 투과율(Dk/t)(3) Oxygen permeability (Dk / t)
산소 투과율 측정에 사용된 기기는 Rehder single-chamber system-O2 permeometer 사용하였고, 콘택트렌즈의 노출된 표면이 대기에서 상대습도 98%이상의 수분 포화상태를 유지하도록 하였으며, 측정에 사용된 콘택트렌즈는 최소 검사 24시간전에 표준 식염수 용액(0.9% 염화나트륨용액)에 보관하고 검사 온도에서 최소 2시간 동안 평형을 이루게 하였다.The instrument used to measure the oxygen transmission rate was a Rehder single-chamber system-O2 permeometer. The exposed surface of the contact lens was kept at a moisture saturation of 98% or more relative humidity in the atmosphere. Were stored in standard saline solution (0.9% sodium chloride solution) 24 hours before equilibration for at least 2 hours at the test temperature.
상기 [표 2]에 나타난 바와 같이, 본 발명의 실리콘하이드로겔 콘택트렌즈는 함수율이 61% 이상, 가시광투과율 98% 이상, 산소투과율 40 Dk/t 이상 나타내어 산소투과성, 가시광투과율, 습윤성 매우 우수한 것을 알 수 있다.As shown in the above Table 2, the silicone hydrogel contact lenses of the present invention exhibited excellent water permeability, visible light transmittance and wettability with water content of 61% or more, visible light transmittance of 98% or more, and oxygen permeability of 40 Dk / .
이상의 설명은 본 발명의 기술사상을 예시적으로 설명한 것에 불과한 것으로서, 본 발명이 속하는 기술 분야에서 통상의 지식을 가진 자라면 본 발명의 본질적인 특성에서 벗어나지 않는 범위에서 다양한 수정 및 변형이 가능할 것이다. 따라서, 본 발명에 개시된 실시예는 본 발명의 기술 사상을 한정하기 위한 것이 아니라 설명하기 위한 것이고, 이러한 실시예에 의하여 본 발명의 기술 사상의 범위가 한정되는 것은 아니다. 본 발명의 보호 범위는 아래의 청구범위에 의하여 해석되어야 하며, 그와 동등한 범위 내에 있는 모든 기술 사상은 본 발명의 권리범위에 포함되는 것으로 해석되어야 할 것이다.The foregoing description is merely illustrative of the technical idea of the present invention, and various changes and modifications may be made by those skilled in the art without departing from the essential characteristics of the present invention. Therefore, the embodiments disclosed in the present invention are intended to illustrate rather than limit the scope of the present invention, and the scope of the technical idea of the present invention is not limited by these embodiments. The scope of protection of the present invention should be construed according to the following claims, and all technical ideas within the scope of equivalents should be construed as falling within the scope of the present invention.
Claims (8)
상기 가교제는 에틸렌글리콜디메타아크릴레이트, 트리에틸렌글리콜디메타아크릴레이트, 디비닐벤젠으로부터 선택되고,
상기 중합개시제는 아조비스이소부티로나이트릴(AIBN)이며,
상기 실리콘하이드로겔 콘택트렌즈는 가시광선투과율(%)이 98.0~99.5이고, 함수율(%)이 61~70이며, 산소투과율(Dk/t)이 40~43인 것을 특징으로 하는 산소투과성 및 습윤성이 우수한 신규한 실리콘하이드로겔 콘택트렌즈
[화학식 1]
[화학식 2]
[화학식 3]
[화학식 4]
(1), a first hydrophilic monomer represented by the following formula (2), a second hydrophilic monomer represented by the following formula (3), and a second hydrophilic monomer represented by the following formula 3 silicone hydrogel contact lens obtained by copolymerizing a composition comprising a hydrophilic monomer, a crosslinking agent, and a polymerization initiator,
Wherein the crosslinking agent is selected from ethylene glycol dimethacrylate, triethylene glycol dimethacrylate, divinylbenzene,
The polymerization initiator is azobisisobutyronitrile (AIBN)
Wherein the silicone hydrogel contact lens has a visible light transmittance (%) of 98.0 to 99.5, a water content (%) of 61 to 70, and an oxygen permeability (Dk / t) of 40 to 43, Superior New Silicone Hydrogel Contact Lenses
[Chemical Formula 1]
(2)
(3)
[Chemical Formula 4]
상기 산소투과성 및 습윤성이 우수한 신규한 실리콘하이드로겔 콘택트렌즈는 착색제를 더 포함하여 칼라렌즈로 형성되는 것을 특징으로 하는 산소투과성 및 습윤성이 우수한 신규한 실리콘하이드로겔 콘택트렌즈The method according to claim 1,
A novel silicone hydrogel contact lens excellent in oxygen permeability and wettability is formed of a color lens further comprising a colorant. The novel silicone hydrogel contact lens is excellent in oxygen permeability and wettability.
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