CS256437B1 - Hydrophilic copolymer especially for contact lenses and medicinal application and method of its production - Google Patents

Hydrophilic copolymer especially for contact lenses and medicinal application and method of its production Download PDF

Info

Publication number: CS256437B1
Authority: CS; Czechoslovakia
Prior art keywords: weight; glycol dimethacrylate; diethylene glycol; hydrophilic copolymer; mixture
Prior art date: 1985-09-04

Application number

CS856341A

Other languages

Czech (cs)

English (en)

Other versions

CS634185A1 (en

Inventor

Otto Wichterle

Jiri Vacik

Jiri Michalek

Original Assignee

Otto Wichterle

Jiri Vacik

Jiri Michalek

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1985-09-04

Filing date

1985-09-04

Publication date

1988-04-15

1985-09-04 Application filed by Otto Wichterle, Jiri Vacik, Jiri Michalek filed Critical Otto Wichterle

1985-09-04 Priority to CS856341A priority Critical patent/CS256437B1/cs

1986-09-03 Priority to IT8621585A priority patent/IT1197469B/it

1986-09-03 Priority to CA000517427A priority patent/CA1293577C/fr

1986-09-03 Priority to GB8621275A priority patent/GB2181440B/en

1986-09-03 Priority to FR868612372A priority patent/FR2586690B1/fr

1986-09-04 Priority to JP61206927A priority patent/JPS62116616A/ja

1986-09-04 Priority to DE19863630187 priority patent/DE3630187A1/de

1987-09-17 Publication of CS634185A1 publication Critical patent/CS634185A1/cs

1988-04-15 Publication of CS256437B1 publication Critical patent/CS256437B1/cs

Links

229920001480 hydrophilic copolymer Polymers 0.000 title claims abstract description 9
238000004519 manufacturing process Methods 0.000 title claims description 4
238000000034 method Methods 0.000 title claims description 4
239000000178 monomer Substances 0.000 claims abstract description 35
SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 claims abstract description 18
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims abstract description 12
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims abstract description 11
150000002148 esters Chemical class 0.000 claims abstract description 9
OLQFXOWPTQTLDP-UHFFFAOYSA-N 2-(2-hydroxyethoxy)ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCO OLQFXOWPTQTLDP-UHFFFAOYSA-N 0.000 claims abstract description 8
150000001408 amides Chemical class 0.000 claims abstract description 8
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 7
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims abstract description 6
229920002554 vinyl polymer Polymers 0.000 claims abstract description 6
XFHJDMUEHUHAJW-UHFFFAOYSA-N n-tert-butylprop-2-enamide Chemical compound CC(C)(C)NC(=O)C=C XFHJDMUEHUHAJW-UHFFFAOYSA-N 0.000 claims abstract description 5
239000000203 mixture Substances 0.000 claims description 36
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 35
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 6
239000004971 Cross linker Substances 0.000 claims description 5
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 4
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 4
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 4
239000003999 initiator Substances 0.000 claims description 4
238000004132 cross linking Methods 0.000 claims description 3
239000002798 polar solvent Substances 0.000 claims description 3
239000004348 Glyceryl diacetate Substances 0.000 claims description 2
CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 2
FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims description 2
CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 2
125000000524 functional group Chemical group 0.000 claims description 2
235000011187 glycerol Nutrition 0.000 claims description 2
235000019443 glyceryl diacetate Nutrition 0.000 claims description 2
150000002334 glycols Chemical class 0.000 claims description 2
230000000977 initiatory effect Effects 0.000 claims description 2
150000002978 peroxides Chemical class 0.000 claims description 2
JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 claims description 2
NLGDWWCZQDIASO-UHFFFAOYSA-N 2-hydroxy-1-(7-oxabicyclo[4.1.0]hepta-1,3,5-trien-2-yl)-2-phenylethanone Chemical compound OC(C(=O)c1cccc2Oc12)c1ccccc1 NLGDWWCZQDIASO-UHFFFAOYSA-N 0.000 claims 1
STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 abstract description 18
DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 abstract description 17
NUXLDNTZFXDNBA-UHFFFAOYSA-N 6-bromo-2-methyl-4h-1,4-benzoxazin-3-one Chemical compound C1=C(Br)C=C2NC(=O)C(C)OC2=C1 NUXLDNTZFXDNBA-UHFFFAOYSA-N 0.000 abstract description 8
GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 abstract description 8
238000007334 copolymerization reaction Methods 0.000 abstract description 2
239000003431 cross linking reagent Substances 0.000 abstract 1
XFCMNSHQOZQILR-UHFFFAOYSA-N 2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOC(=O)C(C)=C XFCMNSHQOZQILR-UHFFFAOYSA-N 0.000 description 46
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 32
239000000463 material Substances 0.000 description 29
230000008961 swelling Effects 0.000 description 28
WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 8
SJMYWORNLPSJQO-UHFFFAOYSA-N tert-butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C)(C)C SJMYWORNLPSJQO-UHFFFAOYSA-N 0.000 description 8
-1 alkyl methacrylate Chemical compound 0.000 description 7
229920001577 copolymer Polymers 0.000 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 description 5
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
102100026735 Coagulation factor VIII Human genes 0.000 description 4
101000911390 Homo sapiens Coagulation factor VIII Proteins 0.000 description 4
230000005855 radiation Effects 0.000 description 4
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 2
ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium peroxydisulfate Substances [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 2
VAZSKTXWXKYQJF-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)OOS([O-])=O VAZSKTXWXKYQJF-UHFFFAOYSA-N 0.000 description 2
229910001870 ammonium persulfate Inorganic materials 0.000 description 2
150000005690 diesters Chemical class 0.000 description 2
239000000017 hydrogel Substances 0.000 description 2
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
RGBXDEHYFWDBKD-UHFFFAOYSA-N propan-2-yl propan-2-yloxy carbonate Chemical compound CC(C)OOC(=O)OC(C)C RGBXDEHYFWDBKD-UHFFFAOYSA-N 0.000 description 2
150000003254 radicals Chemical class 0.000 description 2
229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 1
LZDKZFUFMNSQCJ-UHFFFAOYSA-N 1,2-diethoxyethane Chemical compound CCOCCOCC LZDKZFUFMNSQCJ-UHFFFAOYSA-N 0.000 description 1
LQJPFRZLZSLIIO-UHFFFAOYSA-N 2,11-dimethyldodeca-2,10-dienediamide Chemical compound NC(=O)C(C)=CCCCCCCC=C(C)C(N)=O LQJPFRZLZSLIIO-UHFFFAOYSA-N 0.000 description 1
ARKDCHXUGNPHJU-UHFFFAOYSA-N 2,7-dimethylocta-2,6-dienediamide Chemical compound NC(=O)C(C)=CCCC=C(C)C(N)=O ARKDCHXUGNPHJU-UHFFFAOYSA-N 0.000 description 1
RBEZRHJPYHNADB-UHFFFAOYSA-N 2-(2-hydroxyethoxy)ethyl 2,3-dimethylbut-2-enoate Chemical compound CC(C)=C(C)C(=O)OCCOCCO RBEZRHJPYHNADB-UHFFFAOYSA-N 0.000 description 1
KMNCBSZOIQAUFX-UHFFFAOYSA-N 2-ethoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OCC)C(=O)C1=CC=CC=C1 KMNCBSZOIQAUFX-UHFFFAOYSA-N 0.000 description 1
SFPNZPQIIAJXGL-UHFFFAOYSA-N 2-ethoxyethyl 2-methylprop-2-enoate Chemical compound CCOCCOC(=O)C(C)=C SFPNZPQIIAJXGL-UHFFFAOYSA-N 0.000 description 1
125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
BQZJOQXSCSZQPS-UHFFFAOYSA-N 2-methoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OC)C(=O)C1=CC=CC=C1 BQZJOQXSCSZQPS-UHFFFAOYSA-N 0.000 description 1
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 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
102000015764 Eye Proteins Human genes 0.000 description 1
108010024515 Eye Proteins Proteins 0.000 description 1
OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 1
VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical compound ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
239000013078 crystal Substances 0.000 description 1
150000001470 diamides Chemical class 0.000 description 1
229920001971 elastomer Polymers 0.000 description 1
239000000806 elastomer Substances 0.000 description 1
229940093476 ethylene glycol Drugs 0.000 description 1
239000000284 extract Substances 0.000 description 1
239000012632 extractable Substances 0.000 description 1
239000000499 gel Substances 0.000 description 1
229920001519 homopolymer Polymers 0.000 description 1
229920001477 hydrophilic polymer Polymers 0.000 description 1
230000002209 hydrophobic effect Effects 0.000 description 1
125000003010 ionic group Chemical group 0.000 description 1
125000005397 methacrylic acid ester group Chemical group 0.000 description 1
ZIUHHBKFKCYYJD-UHFFFAOYSA-N n,n'-methylenebisacrylamide Chemical compound C=CC(=O)NCNC(=O)C=C ZIUHHBKFKCYYJD-UHFFFAOYSA-N 0.000 description 1
SWPMNMYLORDLJE-UHFFFAOYSA-N n-ethylprop-2-enamide Chemical compound CCNC(=O)C=C SWPMNMYLORDLJE-UHFFFAOYSA-N 0.000 description 1
230000003287 optical effect Effects 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
238000006116 polymerization reaction Methods 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
229920001897 terpolymer Polymers 0.000 description 1

Classifications

- 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
- 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
- C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
- C08F220/28—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety
- C08F220/282—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety and containing two or more oxygen atoms

Landscapes

Chemical & Material Sciences (AREA)
Physics & Mathematics (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
General Physics & Mathematics (AREA)
Optics & Photonics (AREA)
Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Materials For Medical Uses (AREA)
Eyeglasses (AREA)

CS856341A 1985-09-04 1985-09-04 Hydrophilic copolymer especially for contact lenses and medicinal application and method of its production CS256437B1 (en)

Priority Applications (7)

Application Number	Priority Date	Filing Date	Title
CS856341A CS256437B1 (en)	1985-09-04	1985-09-04	Hydrophilic copolymer especially for contact lenses and medicinal application and method of its production
IT8621585A IT1197469B (it)	1985-09-04	1986-09-03	Copolimero idrofilo adatto per lenti a contatto e per applicazioni nel campo medico e metodo per la sua produzione
CA000517427A CA1293577C (fr)	1985-09-04	1986-09-03	Copolymere hydrophile pour lentilles corneennes et applications medicales, methode de production
GB8621275A GB2181440B (en)	1985-09-04	1986-09-03	Hydrophilic copolymer suitable for contact lenses and medical application and a method for producing thereof
FR868612372A FR2586690B1 (fr)	1985-09-04	1986-09-03	Copolymeres hydrophiles pour lentilles de contact et usage medical, et procede d'obtention de ceux-ci
JP61206927A JPS62116616A (ja)	1985-09-04	1986-09-04	コンタクトレンズ及び医療用途に適した親水性コポリマ−並びにその製法
DE19863630187 DE3630187A1 (de)	1985-09-04	1986-09-04	Hydrophile copolymere, ihre herstellung und verwendung

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CS856341A CS256437B1 (en)	1985-09-04	1985-09-04	Hydrophilic copolymer especially for contact lenses and medicinal application and method of its production

Publications (2)

Publication Number	Publication Date
CS634185A1 CS634185A1 (en)	1987-09-17
CS256437B1 true CS256437B1 (en)	1988-04-15

Family

ID=5410226

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CS856341A CS256437B1 (en)	1985-09-04	1985-09-04	Hydrophilic copolymer especially for contact lenses and medicinal application and method of its production

Country Status (7)

Country	Link
JP (1)	JPS62116616A (fr)
CA (1)	CA1293577C (fr)
CS (1)	CS256437B1 (fr)
DE (1)	DE3630187A1 (fr)
FR (1)	FR2586690B1 (fr)
GB (1)	GB2181440B (fr)
IT (1)	IT1197469B (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
AU711609B2 (en) *	1994-08-05	1999-10-14	West Pharmaceutical Services Cornwall Limited	Container for moisture-sensitive material
ATE219015T1 (de) *	1994-08-05	2002-06-15	Smithkline Beecham Plc	Pharmazeutische produkte in behältern und verfahren zu deren entfeuchtung
DE10035119A1 (de)	2000-07-19	2002-01-31	Basf Ag	Teilverzweigte Polymere

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB814009A (en) *	1956-04-24	1959-05-27	Otto Wichterle	Three-dimensional hydrophilic high polymeric articles
DE1495381B2 (de) *	1963-09-07	1971-06-24	Czeskoslovenska akademie ved , Prag	Verfahren zur herstellung von kontaktlinsen oder kontakt linsenrohlingen aus quellfaehigen hydrogelen
CS150484B1 (fr) *	1969-03-04	1973-09-04
CS158458B1 (fr) *	1972-05-02	1974-11-25
GB1424587A (en) *	1973-02-27	1976-02-11	Union Optics Corp	Copolymers and hydrogels of unsaturated esters
JPS543738B2 (fr) *	1974-05-27	1979-02-26
JPS52102748A (en) *	1976-02-25	1977-08-29	Hoya Lens Co Ltd	Method of manufacturing soft contact lens
US4123407A (en) *	1976-11-26	1978-10-31	American Optical Corporation	Hydrophilic contact lens
DE3273355D1 (en) *	1982-07-30	1986-10-23	Hoya Corp	Soft contact lens
CS252224B1 (en) *	1985-07-31	1987-08-13	Otto Wichterle	Hydrophilic copolymer suitable eapecially for contact lenses and medicinal utilization and method of its producion

1985
- 1985-09-04 CS CS856341A patent/CS256437B1/cs unknown
1986
- 1986-09-03 CA CA000517427A patent/CA1293577C/fr not_active Expired - Lifetime
- 1986-09-03 IT IT8621585A patent/IT1197469B/it active
- 1986-09-03 FR FR868612372A patent/FR2586690B1/fr not_active Expired - Lifetime
- 1986-09-03 GB GB8621275A patent/GB2181440B/en not_active Expired - Lifetime
- 1986-09-04 JP JP61206927A patent/JPS62116616A/ja active Pending
- 1986-09-04 DE DE19863630187 patent/DE3630187A1/de not_active Withdrawn

Also Published As

Publication number	Publication date
GB8621275D0 (en)	1986-10-08
IT1197469B (it)	1988-11-30
FR2586690B1 (fr)	1991-11-29
IT8621585A0 (it)	1986-09-03
DE3630187A1 (de)	1987-03-05
CS634185A1 (en)	1987-09-17
CA1293577C (fr)	1991-12-24
GB2181440B (en)	1990-04-25
GB2181440A (en)	1987-04-23
JPS62116616A (ja)	1987-05-28
FR2586690A1 (fr)	1987-03-06

Publication	Publication Date	Title
US4074039A (en)	1978-02-14	Hydrophilic N,N-diethyl acrylamide copolymers
CA2274762C (fr)	2001-09-11	Compositions a base de polybutadiene pour lentilles de contact
US4361689A (en)	1982-11-30	Cross-linked hydrophilic polymers
US4022754A (en)	1977-05-10	Novel copolymer having utility as contact lens
EP0032443B1 (fr)	1985-06-05	Polymères réticulés pour des lentilles de contact
EP1891127B1 (fr)	2010-03-24	Materiaux pour dispositifs ophtalmiques et oto-rhino-laryngologiques
EP2164881B1 (fr)	2011-08-31	Utilisation d'un polymère gonflable pour le colmatage
CS257979B1 (en)	1988-07-15	Hydrophilic copolymer and method of its production
CS249989B1 (en)	1987-04-16	Hydrophilic thre-dimensional polymer and method of its production
CA1267492A (fr)	1990-04-03	Copolymere hydrophile servant en premier lieu a la fabrication de lentilles de contact et a des fins medicales et methode de preparation
CA2391817A1 (fr)	2001-02-08	Compositions biomedicales
CA1293577C (fr)	1991-12-24	Copolymere hydrophile pour lentilles corneennes et applications medicales, methode de production
US4956432A (en)	1990-09-11	Hydrophilic transparent crosslinked copolymer and the method for producing thereof
EP0017512B1 (fr)	1984-11-14	Matières polymères, leur procédé de préparation, objets façonnés et lentilles de contact préparés à partir d'elles
US3876594A (en)	1975-04-08	Method for producing of articles from hydrophilic polymers appropriate for repeated or long-term contact with living tissue or mucous membrane
JPH01113719A (ja)	1989-05-02	コンタクトレンズ材料
JPH06289331A (ja)	1994-10-18	含水性ソフトコンタクトレンズ
JPS6314119A (ja)	1988-01-21	ソフトコンタクトレンズ用材料
JPS6125734B2 (fr)	1986-06-17
NO902341L (no)	1990-07-05	Bensement.
JPH06134029A (ja)	1994-05-17	ヒドロゲル
Babu et al.	1983	Preparation and properties of 2-hydroxypropyl methacrylate-alkyl acrylate copolymer net-works
JPH01266507A (ja)	1989-10-24	コンタクトレンズ材料
JPH0481612B2 (fr)	1992-12-24
JPS63196606A (ja)	1988-08-15	ヒドロゲル樹脂