WO2003032051A1 - Lentille de contact dure permeable a l'oxygene - Google Patents
Lentille de contact dure permeable a l'oxygene Download PDFInfo
- Publication number
- WO2003032051A1 WO2003032051A1 PCT/JP2002/010345 JP0210345W WO03032051A1 WO 2003032051 A1 WO2003032051 A1 WO 2003032051A1 JP 0210345 W JP0210345 W JP 0210345W WO 03032051 A1 WO03032051 A1 WO 03032051A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- oxygen
- lens
- meth
- hard contact
- contact lens
- Prior art date
Links
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 47
- 239000001301 oxygen Substances 0.000 claims abstract description 47
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 47
- 229920000642 polymer Polymers 0.000 claims abstract description 34
- 230000035699 permeability Effects 0.000 claims abstract description 32
- 239000000178 monomer Substances 0.000 claims description 38
- 125000005401 siloxanyl group Chemical group 0.000 claims description 13
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical group NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 11
- 230000006835 compression Effects 0.000 claims description 9
- 238000007906 compression Methods 0.000 claims description 9
- 229910052731 fluorine Inorganic materials 0.000 claims description 5
- 125000001153 fluoro group Chemical group F* 0.000 claims description 5
- 210000004087 cornea Anatomy 0.000 abstract description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 37
- -1 trimethylsiloxy Chemical group 0.000 description 24
- 230000000052 comparative effect Effects 0.000 description 16
- 239000000203 mixture Substances 0.000 description 12
- 229940117913 acrylamide Drugs 0.000 description 10
- 238000012999 compression bending Methods 0.000 description 10
- 230000007423 decrease Effects 0.000 description 10
- 238000000034 method Methods 0.000 description 10
- 239000003505 polymerization initiator Substances 0.000 description 10
- 238000012360 testing method Methods 0.000 description 10
- 230000003287 optical effect Effects 0.000 description 8
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 5
- 125000000217 alkyl group Chemical group 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 238000000465 moulding Methods 0.000 description 4
- 230000000379 polymerizing effect Effects 0.000 description 4
- HEYMHXDGGYLTEA-UHFFFAOYSA-N prop-2-enoyloxymethylsilicon Chemical compound [Si]COC(=O)C=C HEYMHXDGGYLTEA-UHFFFAOYSA-N 0.000 description 4
- 150000003440 styrenes Chemical class 0.000 description 4
- 229920002554 vinyl polymer Polymers 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 3
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 3
- 239000007983 Tris buffer Substances 0.000 description 3
- 238000005452 bending Methods 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 238000005520 cutting process Methods 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 230000002093 peripheral effect Effects 0.000 description 3
- 238000005498 polishing Methods 0.000 description 3
- 229910052710 silicon Inorganic materials 0.000 description 3
- 239000010703 silicon Substances 0.000 description 3
- 238000007655 standard test method Methods 0.000 description 3
- 238000010998 test method Methods 0.000 description 3
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- MKYBYDHXWVHEJW-UHFFFAOYSA-N N-[1-oxo-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propan-2-yl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(C(C)NC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 MKYBYDHXWVHEJW-UHFFFAOYSA-N 0.000 description 2
- 238000012937 correction Methods 0.000 description 2
- 230000004438 eyesight Effects 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N methyl pentane Natural products CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- 230000004304 visual acuity Effects 0.000 description 2
- GNWBLLYJQXKPIP-ZOGIJGBBSA-N (1s,3as,3bs,5ar,9ar,9bs,11as)-n,n-diethyl-6,9a,11a-trimethyl-7-oxo-2,3,3a,3b,4,5,5a,8,9,9b,10,11-dodecahydro-1h-indeno[5,4-f]quinoline-1-carboxamide Chemical compound CN([C@@H]1CC2)C(=O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H](C(=O)N(CC)CC)[C@@]2(C)CC1 GNWBLLYJQXKPIP-ZOGIJGBBSA-N 0.000 description 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- NAGSMIOYEJTYQT-UHFFFAOYSA-N 1-ethenyl-3,3,5-trimethylpyrrolidin-2-one Chemical compound CC1CC(C)(C)C(=O)N1C=C NAGSMIOYEJTYQT-UHFFFAOYSA-N 0.000 description 1
- PGHAPVDSVLWQGB-UHFFFAOYSA-N 1-ethenyl-3-ethyl-3,4,5-trimethylpyrrolidin-2-one Chemical compound CCC1(C)C(C)C(C)N(C=C)C1=O PGHAPVDSVLWQGB-UHFFFAOYSA-N 0.000 description 1
- JFUWJIKJUNAHEN-UHFFFAOYSA-N 1-ethenyl-3-ethylpyrrolidin-2-one Chemical compound CCC1CCN(C=C)C1=O JFUWJIKJUNAHEN-UHFFFAOYSA-N 0.000 description 1
- PVWQFVQKVUYUJY-UHFFFAOYSA-N 1-ethenyl-6-ethylazepan-2-one Chemical compound CCC1CCCC(=O)N(C=C)C1 PVWQFVQKVUYUJY-UHFFFAOYSA-N 0.000 description 1
- FFDNCQYZAAVSSF-UHFFFAOYSA-N 1-ethenyl-6-methylpiperidin-2-one Chemical compound CC1CCCC(=O)N1C=C FFDNCQYZAAVSSF-UHFFFAOYSA-N 0.000 description 1
- JWYVGKFDLWWQJX-UHFFFAOYSA-N 1-ethenylazepan-2-one Chemical compound C=CN1CCCCCC1=O JWYVGKFDLWWQJX-UHFFFAOYSA-N 0.000 description 1
- PBGPBHYPCGDFEZ-UHFFFAOYSA-N 1-ethenylpiperidin-2-one Chemical compound C=CN1CCCCC1=O PBGPBHYPCGDFEZ-UHFFFAOYSA-N 0.000 description 1
- 125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- VXZBYIWNGKSFOJ-UHFFFAOYSA-N 2-[4-[5-(2,3-dihydro-1H-inden-2-ylamino)pyrazin-2-yl]pyrazol-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC=1N=CC(=NC=1)C=1C=NN(C=1)CC(=O)N1CC2=C(CC1)NN=N2 VXZBYIWNGKSFOJ-UHFFFAOYSA-N 0.000 description 1
- WFUGQJXVXHBTEM-UHFFFAOYSA-N 2-hydroperoxy-2-(2-hydroperoxybutan-2-ylperoxy)butane Chemical compound CCC(C)(OO)OOC(C)(CC)OO WFUGQJXVXHBTEM-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- NFPBWZOKGZKYRE-UHFFFAOYSA-N 2-propan-2-ylperoxypropane Chemical compound CC(C)OOC(C)C NFPBWZOKGZKYRE-UHFFFAOYSA-N 0.000 description 1
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 description 1
- WHNPOQXWAMXPTA-UHFFFAOYSA-N 3-methylbut-2-enamide Chemical compound CC(C)=CC(N)=O WHNPOQXWAMXPTA-UHFFFAOYSA-N 0.000 description 1
- DFGKGUXTPFWHIX-UHFFFAOYSA-N 6-[2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]acetyl]-3H-1,3-benzoxazol-2-one Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)CC(=O)C1=CC2=C(NC(O2)=O)C=C1 DFGKGUXTPFWHIX-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 1
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 description 1
- 206010021143 Hypoxia Diseases 0.000 description 1
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000003926 acrylamides Chemical class 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 229930016911 cinnamic acid Natural products 0.000 description 1
- 235000013985 cinnamic acid Nutrition 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- ZWWQRMFIZFPUAA-UHFFFAOYSA-N dimethyl 2-methylidenebutanedioate Chemical compound COC(=O)CC(=C)C(=O)OC ZWWQRMFIZFPUAA-UHFFFAOYSA-N 0.000 description 1
- POULHZVOKOAJMA-UHFFFAOYSA-M dodecanoate Chemical compound CCCCCCCCCCCC([O-])=O POULHZVOKOAJMA-UHFFFAOYSA-M 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 1
- MEGHWIAOTJPCHQ-UHFFFAOYSA-N ethenyl butanoate Chemical compound CCCC(=O)OC=C MEGHWIAOTJPCHQ-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 230000003203 everyday effect Effects 0.000 description 1
- 231100000040 eye damage Toxicity 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229940070765 laurate Drugs 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 230000002503 metabolic effect Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 210000000689 upper leg Anatomy 0.000 description 1
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
Definitions
- the present invention relates to an oxygen-permeable hard contact lens.
- the oxygen-permeable hard contact lens of the present invention has a small center thickness of the lens, a high ability to supply oxygen to the cornea, is excellent in safety, has less damage during use, and has high durability.
- Contact lenses are vision correction tools that are used in direct contact with the eye (cornea). Therefore, it is essential that the contact lenses not only have excellent optical characteristics but also have sufficient safety. .
- the cornea is a bloodless tissue, and the supply of oxygen from the atmosphere is indispensable for maintaining the corneal cell's metabolic activity. Therefore, as a result of the development of materials for improving oxygen permeability, various contact lens materials and contact lenses having a high oxygen permeability coefficient have been developed.
- Japanese Patent Laying-Open No. 6-41242 proposes an ophthalmic lens material containing a silicon-containing styrene derivative and a fluorinated alkyl ester-containing styrene derivative as essential components.
- the present invention has been made in view of the above conventional technology, and an object of the present invention is to provide an oxygen-permeable hard contact lens capable of supplying physiologically sufficient oxygen to the cornea and having excellent durability. To provide. Disclosure of the invention
- the oxygen permeability coefficient of 20 X 1 0- 11 cm 3 ⁇ cm / cm 2 ⁇ sec ⁇ m mHg consists in that the polymer or more and the lens center thickness 0.0 1 0-0 of. 1 25
- the present invention relates to an oxygen-permeable hard contact lens having a vertex refractive power value of ⁇ 6.0D or more, which is characterized in that it is mm.
- the oxygen-permeable hard contact lens of the present invention has a center thickness in the range of 0.010 to 0.125 mm and a vertex refractive power value of not less than 6.00 D. It is.
- the “center thickness of the lens” in this specification means the thickness of the center portion (optical center) of the optical part of the lens, and the “value of the vertex power” means the refractive index of the lens. .
- the value of the apex power decreases, the difference in curvature between the front surface and the rear surface of the lens increases, and the thickness of the peripheral portion of the lens inevitably increases. Therefore, even if the center thickness is reduced in order to reduce the thickness of the entire lens, the strength of the lens is maintained by the thickness of the peripheral portion.
- the oxygen permeability coefficient of 20 X 1 0- 11 cm 3 ( STP) - central thickness of cm / cm 2 ⁇ sec ⁇ mmH g or more at which consist material contact lens When the value is set in the above range, there is no shortage of strength that causes a problem in practical use, but rather the lens is easily bent, and the stress is dispersed and shrunk throughout the lens, so that the lens is resistant to the stress repeatedly applied to the lens. It was found that durability (durability in actual use environment) was significantly improved.
- the center thickness of the lens is preferably in the range of 0.050 to 0.120 mm, and preferably in the range of 0.070 to 0.105 mm, from the viewpoints of vision correction ability and durability against repeated stress. Is more preferred.
- the Vickers hardness which is an index of the flexibility of the lens (the rigidity of the lens) is 5 to 15 from the viewpoint of the ability to correct visual acuity and the durability against repeated stress. It is preferably within the range, more preferably within the range of 5-10.
- the compression elastic modulus of the oxygen-permeable hard contact lens of the present invention is preferably in the range of 100 to 100 gf, and more preferably in the range of 20 to 90 gf. More preferred.
- the compression elastic modulus is an index of the flexibility of a 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 used for the oxygen-permeable hard contact lens of the present invention is 20 ⁇ 10 ⁇ 11 cm 3 -cm / cm 2 ⁇ sec ⁇ mmHg or more.
- oxygen permeability coefficient as used in this specification is expressed as the product of the solubility coefficient of oxygen in a polymer and the diffusion coefficient of oxygen in the polymer. Standard method means the value measured by the "Oxygen permeability measurement method for hard contact lenses".
- the oxygen permeability coefficient of the polymer is less than 20 X 1 (T 11 cm 3 -cm / cm 2 -sec-mm Hg, it will not be possible to supply physiologically sufficient oxygen to the cornea, Oxygen deficiency in the lens may cause eye damage, and as the oxygen permeability coefficient of the polymer increases, the stain resistance tends to decrease.
- the oxygen permeability coefficient of the polymer is 20 X 1 0- 11 ⁇ 2 0 0 X 1 0 _11 cm 3 - preferably in the range of cm / cm 2 ⁇ sec ⁇ mmH g, 20 x 1 0- 11 ⁇ 1 50 x 1 0- 11 cm 3 - cm / cm 2 'sec' range of mmHg, more preferably, 20 X 1 0 ⁇ 11 ⁇ 1 00 X 1 0- 11 cm 3 - cm / cm 2 ⁇ sec ⁇ mmHg Is more preferable.
- the polymer constituting the oxygen-permeable hard contact lens of the present invention may be appropriately selected from known ones used for oxygen-permeable hard contact lenses, and has a high oxygen permeability coefficient.
- those containing a monomer unit having a siloxanyl group are preferred.
- Examples of such a monomer include tris (trimethylsiloxy) silylpropyl (meth) acrylate, heptanemethyltrisiloxanylethyl (meth) acrylate, pentamethyldisiloxanyl (meth) acrylate, and isobutylhexamethyl.
- (Meth) acryl amide having a siloxanyl group (meth) acrylamide having a siloxanyl group is preferred from the viewpoint of durability against repeated stress and stain resistance, and N- [tris (trimethylcycoxy) silylpropyl] (meth) acryla is preferred. Mid is more preferred.
- the monomer having a siloxanyl group only one type may be used, or two or more types may be used in combination.
- (meth) acrylate means “acrylate J and / or“ methacrylate ”.
- (Meth) acryloxymethylsilane means “acryloxymethylsilane” and / or “methacryloxymethylsilane”.
- ⁇ (meth) acrylamide means “acrylamide J and / or“ methacrylamide j ”.
- the oxygen permeation coefficient and the oxygen permeation rate are high, and the contamination resistance is also excellent. As a result, contact lenses with excellent total balance can be obtained.
- Examples of the monomer having a fluorine atom include 2,2,2-trifluoroethyl (meth) acrylate, 2,2,2,2,2,2′-hexafluoroisopropyl (meth) acrylate, 2,2 2,3,3,4,4,4-heptafluorobutyl (meth) acrylate, 2, 2, 3, 3, 4, 4, 5, 5, 6, 6, 7, 7, 8, 8, 8-penta Decafluorooctyl (meth) acrylate, 2, 2, 3, 3, 4, 4, 5, 5, 6, 6, 7, 7, 8, 8, 9, 9-hexadecafluorononyl (meth) acrylate Fluoroalkyl (meth) acrylate, and one or more of these can be used.
- a monomer unit having a siloxanyl group In order to obtain a polymer having a desired oxygen permeability coefficient, a monomer unit having a siloxanyl group It is preferable that the weight ratio of the monomer unit having a fluorine atom to the monomer unit is within a range of 70:30 to 30:70, and the monomer unit having a siloxanyl group and the fluorine atom are included. Preferably, the total amount of the monomer units is 30 to 70% by weight based on the total weight of the polymer.
- the polymer constituting the oxygen-permeable hard contact lens of the present invention preferably contains a monomer unit having at least two polymerizable groups in the molecule from the viewpoint of shape stability.
- Monomers having at least two polymerizable groups in the molecule include alkylene glycol di (meth) acrylates such as ethylene glycol di (meth) acrylate and diethylene glycol di (meth) acrylate, and trimethylolpropane tri ( Examples thereof include (meth) acrylate and tetra or tri (meth) acrylate of pentaerythritol. These monomers having at least two polymerizable groups may be used alone or in combination of two or more.
- the content of the monomer unit 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 shape stability of the obtained lens tends to decrease, and when it exceeds 20% by weight, the obtained lens becomes brittle. Tend.
- the polymer constituting the oxygen-permeable hard contact lens of the present invention preferably contains a hydrophilic monomer unit from the viewpoint of improving wettability with water.
- hydrophilic monomer examples include hydroxyl-containing (meth) acrylates such as 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, and 2-hydroxybutyl (meth) acrylate; acrylic acid, methacrylic acid.
- Unsaturated carboxylic acids such as acid, itaconic acid, fumaric acid, maleic acid, and cinnamic acid; (meth) acrylamides such as acrylamide, methacrylamide, dimethylacrylamide, and getylacrylamide Alkylene oxide (meth) acrylates such as glycidyl (meth) acrylate; polyethylene glycol mono (meth) acrylate Alkylene glycol (meth) acrylates such as acrylate and polypropylene glycol mono (meth) acrylate; N-vinyl-2-piperidone, N-vinyl-12-pyrrolidone, N-vinyl-6-hexanelactam, N-vinyl-1-3- Methyl-2-pyrrolidone, N-vinyl-1-methyl-piperidone, N-vinyl-1-methyl-6-hexanelactam, N-vinyl-14-methyl-2-pyrrolidone, N-vinyl-14-methyl-2-
- the content of the monomer unit is preferably from 0.1 to 20% by weight based on the total weight of the polymer.
- the content of the monomer unit is less than 0.1% by weight, the water wettability of the obtained lens tends to decrease, and when it exceeds 20% by weight, the water absorption of the obtained lens is high. And the strength decreases.
- the polymer constituting the oxygen-permeable hard contact lens of the present invention preferably contains an alkyl (meth) acrylate unit from the viewpoint of increasing the strength.
- alkyl (meth) acrylate examples include methyl (meth) acrylate
- the content of the alkyl (meth) acrylate unit is preferably from 0.1 to 20% by weight based on the total weight of the polymer.
- the content of the monomer unit is less than 0.1% by weight, the strength of the obtained lens tends to decrease, and when it exceeds 20% by weight, the oxygen permeability of the obtained lens decreases.
- the polymer constituting the oxygen-permeable hard contact lens of the present invention contains, if necessary, a monomer unit other than the above together with the above-mentioned monomer unit as long as the object of the present invention is not impaired. You may. Examples of such a monomer unit include units derived from fatty acid vinyl such as vinyl acetate, vinyl butyrate, and laurate; and units derived from diester diester such as dimethyl itaconate and getyl itaconate. These monomer units may be used alone or in combination of two or more. When these monomer units are contained in the polymer, the content of the monomer units should be about 10% by weight or less based on the total weight of the polymer. Preferred for obtaining coalesced and oxygen permeable hard contact lenses.
- a pigment may be contained for the purpose of obtaining a colored oxygen-permeable hard contact lens.
- An oxygen-permeable hard contact lens can be produced by polymerizing a polymerizable composition containing the above-described monomer in a desired ratio and molding the polymer into a contact lens shape.
- the polymerization method is commonly used to polymerize polymerizable monomers Five
- a method of adding one or both of a heat-activated polymerization initiator and an energy ray-activated polymerization initiator (eg, light) to the polymerizable composition and performing heat polymerization or photopolymerization is used. Is used. Among these, it is preferable to heat-polymerize the above-mentioned polymerizable composition using a heat-activated polymerization initiator from the viewpoint of obtaining a contact lens having no optical distortion.
- heat-activated polymerization initiator In heating and polymerizing the polymerizable composition using a heat-activated polymerization initiator, it is preferable to use a thermostat, a hot-air circulation heating device or the like, which can easily control the temperature.
- the heat-activated polymerization initiator include peroxide-based heat-activated polymerization initiators such as benzoyl peroxide, isopropyl peroxide, lauroyl peroxide, and methyl ethyl ketone peroxide; Zobisisobutyronitrile, 2,2'-azobismethylisobutyrate, 2,2'-azobisdimethylvaleronitrile, 2,2'-azobisisobutylamide, 2,2'-azobisiso Examples include azo-based heat-activated polymerization initiators such as dimethyl butyrate, and one or more of these heat-activated polymerization initiators can be used.
- the amount of the polymerization initiator is not particularly limited, but is usually about 0.001 to 2 parts by weight based on 100 parts by weight of the whole polymerizable composition used for the polymerization.
- contact lenses In the production of contact lenses, methods conventionally used for the production of plastic contact lenses, for example, (1) polymerizing and molding a polymerizable composition, and cutting and polishing the obtained molded product to obtain contact lenses (2) Filling the polymerizable composition into a mold having mold cavities corresponding to contact lenses and polymerizing and molding in the mold to produce a contact lens, (3) Rotation A spin casting method in which a polymerizable composition is dropped onto a mold surface that rotates at a high speed around an axis, and the polymerizable composition is radially cast and diffused on the mold surface, and simultaneously polymerized and molded to manufacture a contact lens.
- a polymerizable composition is filled in a mold having a mold cavity capable of molding one surface of a contact lens, and polymerized and molded in the mold, and the other surface is molded.
- Blank mold method for manufacturing contact lenses by cutting and polishing Can be adopted, and there is no particular limitation.
- the center thickness of the lens is
- the lens diameter, the diameter of the optical part of the lens, the thickness of the optical part other than the optical center, and the radius of the peripheral part of the lens on the front curve side are not particularly limited and can be determined as appropriate.
- the diameter of the lens is 8.0-11.1 Omm
- the diameter of the optical section is 5.0-10.5 mm
- the radius (curvature radius) of the lens at the front curve side is 6 mm. .0-
- the radius of the base curve should be 7.0 to 10.0 mm
- the bevel curve radius should be 8.0 to 12.0 mm
- the bevel width should be 0 to 2 mm. Is preferred.
- the present invention will be described specifically with reference to Examples and the like, but the present invention is not limited thereto.
- the Vickers hardness, oxygen permeability coefficient, oxygen permeability, compression modulus, compression bending strength, and durability against cyclic stress of the oxygen-permeable hard contact lens were measured or evaluated as follows.
- the Vickers hardness of the oxygen-permeable hard contact lenses obtained in the following Examples and Comparative Examples was measured with a Pickers hardness tester (AKASHI).
- the oxygen permeability coefficient of the copolymers obtained in the following Examples and Comparative Examples was measured using a Sikaken-type film oxygen permeability meter (manufactured by Rika Seiki Kogyo Co., Ltd.) as a standard test method for hard contact lenses. Measurement of Oxygen Permeability " The value obtained by dividing the thus obtained oxygen permeability coefficient by the center thickness of the lens was defined as the oxygen permeability.
- the compression bending test was performed according to the standard test method for contact lens association “Compression bending test method for contact lenses” except that the amount was changed from 20 O mmZ to 10 mm / min.
- the stress when the tangent to the deformation start point of the stress-strain curve obtained when performing the compression bending test was extended to the diameter of the lens was defined as the compression modulus.
- the test used was “Autograph 1100” manufactured by Shimadzu Corporation. [Compression bending strength]
- the oxygen-permeable hard contact lenses obtained in the following Examples and Comparative Examples were subjected to a compression bending test in accordance with the standard test method for contact lenses of Japan, "Test Method for Compression Bending of Contact Lenses".
- “Autograph I M-100” manufactured by Shimadzu Corporation was used.
- Table 1 shows the abbreviations of the polymerizable monomers used in the following Examples, Comparative Examples and Tables. table 1
- Example 1 4 0 3 0 1 0 1 0 1 0 0
- Example 2 4 0 3 0 1 0 1 0 1 0
- Example 3 4 0 3 0 1 0 1 0 1 0
- Example 4 5 0 2 0 1 0 1 0 1 0
- the oxygen-permeable hard contact lenses of Examples 1 to 8 withstand repeated stress of 800 times or more, Regarding also the oxygen permeability, all day wear 30 X 1 necessary (J- 9 cm 3 • c / cm 2 ⁇ sec ⁇ mmH g ⁇ cm higher than values obtained les, Ru.
- an oxygen-permeable hard contact lens capable of supplying physiologically sufficient oxygen to the cornea and having excellent durability.
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- Physics & Mathematics (AREA)
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- Chemical & Material Sciences (AREA)
- Ophthalmology & Optometry (AREA)
- Optics & Photonics (AREA)
- General Physics & Mathematics (AREA)
- Medicinal Chemistry (AREA)
- Organic Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Health & Medical Sciences (AREA)
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- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Priority Applications (2)
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KR10-2003-7016948A KR20040030708A (ko) | 2001-10-09 | 2002-10-04 | 산소 투과성 하드 콘택트 렌즈 |
JP2003534966A JPWO2003032051A1 (ja) | 2001-10-09 | 2002-10-04 | 酸素透過性ハードコンタクトレンズ |
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JP2001-311107 | 2001-10-09 | ||
JP2001311107 | 2001-10-09 |
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WO2003032051A1 true WO2003032051A1 (fr) | 2003-04-17 |
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Application Number | Title | Priority Date | Filing Date |
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PCT/JP2002/010345 WO2003032051A1 (fr) | 2001-10-09 | 2002-10-04 | Lentille de contact dure permeable a l'oxygene |
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JP (1) | JPWO2003032051A1 (fr) |
KR (1) | KR20040030708A (fr) |
CN (1) | CN1537249A (fr) |
TW (1) | TWI232972B (fr) |
WO (1) | WO2003032051A1 (fr) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2007241233A (ja) * | 2006-02-08 | 2007-09-20 | Toray Ind Inc | コンタクトレンズ |
JP2013525512A (ja) * | 2010-03-18 | 2013-06-20 | 東レ株式会社 | シリコーン(メタ)アクリルアミドモノマー、ポリマー、眼用レンズおよびコンタクトレンズ |
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US9835765B2 (en) | 2011-09-27 | 2017-12-05 | Canon Kabushiki Kaisha | Optical element and method for manufacturing the same |
CN106749877B (zh) * | 2016-12-20 | 2018-12-28 | 无锡蕾明视康科技有限公司 | 一种高透氧性光学透镜材料及其制备方法 |
CN112673304B (zh) * | 2018-09-25 | 2023-05-16 | 日油株式会社 | 隐形眼镜用单体组合物及隐形眼镜用聚合物、以及隐形眼镜及其制造方法 |
CN114516942A (zh) * | 2020-11-18 | 2022-05-20 | 亨泰光学股份有限公司 | 硬式透氧隐形眼镜高分子材料及其聚合方法 |
Citations (7)
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---|---|---|---|---|
US5162391A (en) * | 1989-03-10 | 1992-11-10 | Kuraray Co., Ltd. | Oxygen permeable hard contact lens |
JPH04360120A (ja) * | 1991-06-06 | 1992-12-14 | Tokyo Keikaku:Kk | 防眩用ハードコンタクトレンズ |
JPH0534647A (ja) * | 1991-07-30 | 1993-02-12 | Tokyo Keikaku:Kk | 紫外線吸収剤の溶出のないハ−ドコンタクトレンズ |
US5194542A (en) * | 1989-09-30 | 1993-03-16 | Hoya Corporation | Contact lens |
JPH05100190A (ja) * | 1991-10-08 | 1993-04-23 | Tokyo Keikaku:Kk | 鉛含有ハ−ドコンタクトレンズ |
JPH0943549A (ja) * | 1995-07-25 | 1997-02-14 | Tokyo Keikaku:Kk | ハードコンタクトレンズ |
US6190651B1 (en) * | 1998-08-03 | 2001-02-20 | Menicon Co., Ltd. | Solution for preserving contact lenses for shipping and method for preserving contact lenses for shipping employing it |
-
2002
- 2002-10-04 KR KR10-2003-7016948A patent/KR20040030708A/ko not_active Abandoned
- 2002-10-04 JP JP2003534966A patent/JPWO2003032051A1/ja not_active Withdrawn
- 2002-10-04 WO PCT/JP2002/010345 patent/WO2003032051A1/fr active Application Filing
- 2002-10-04 CN CNA028150511A patent/CN1537249A/zh active Pending
- 2002-10-08 TW TW091123189A patent/TWI232972B/zh not_active IP Right Cessation
Patent Citations (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 |
JPH04360120A (ja) * | 1991-06-06 | 1992-12-14 | Tokyo Keikaku:Kk | 防眩用ハードコンタクトレンズ |
JPH0534647A (ja) * | 1991-07-30 | 1993-02-12 | Tokyo Keikaku:Kk | 紫外線吸収剤の溶出のないハ−ドコンタクトレンズ |
JPH05100190A (ja) * | 1991-10-08 | 1993-04-23 | Tokyo Keikaku:Kk | 鉛含有ハ−ドコンタクトレンズ |
JPH0943549A (ja) * | 1995-07-25 | 1997-02-14 | Tokyo Keikaku:Kk | ハードコンタクトレンズ |
US6190651B1 (en) * | 1998-08-03 | 2001-02-20 | Menicon Co., Ltd. | Solution for preserving contact lenses for shipping and method for preserving contact lenses for shipping employing it |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2007241233A (ja) * | 2006-02-08 | 2007-09-20 | Toray Ind Inc | コンタクトレンズ |
JP2013525512A (ja) * | 2010-03-18 | 2013-06-20 | 東レ株式会社 | シリコーン(メタ)アクリルアミドモノマー、ポリマー、眼用レンズおよびコンタクトレンズ |
Also Published As
Publication number | Publication date |
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JPWO2003032051A1 (ja) | 2005-01-27 |
CN1537249A (zh) | 2004-10-13 |
KR20040030708A (ko) | 2004-04-09 |
TWI232972B (en) | 2005-05-21 |
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