DE2312470A1 - Hydrophiles polymer oder copolymer sowie verfahren zu dessen herstellung - Google Patents
Hydrophiles polymer oder copolymer sowie verfahren zu dessen herstellungInfo
- Publication number
- DE2312470A1 DE2312470A1 DE2312470A DE2312470A DE2312470A1 DE 2312470 A1 DE2312470 A1 DE 2312470A1 DE 2312470 A DE2312470 A DE 2312470A DE 2312470 A DE2312470 A DE 2312470A DE 2312470 A1 DE2312470 A1 DE 2312470A1
- Authority
- DE
- Germany
- Prior art keywords
- polymer
- hydrophobic
- hydrophilic
- monomer
- copolymer
- Prior art date
- Legal status (The legal status 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 status listed.)
- Pending
Links
- 229920001477 hydrophilic polymer Polymers 0.000 title claims description 16
- 229920001480 hydrophilic copolymer Polymers 0.000 title claims description 8
- 238000004519 manufacturing process Methods 0.000 title claims description 5
- 238000000034 method Methods 0.000 claims description 67
- 229920000642 polymer Polymers 0.000 claims description 59
- 239000000178 monomer Substances 0.000 claims description 34
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 34
- 239000000203 mixture Substances 0.000 claims description 31
- 229920001577 copolymer Polymers 0.000 claims description 29
- 238000006116 polymerization reaction Methods 0.000 claims description 27
- 239000000126 substance Substances 0.000 claims description 23
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 22
- 230000002209 hydrophobic effect Effects 0.000 claims description 22
- 230000005855 radiation Effects 0.000 claims description 20
- -1 alkyl methacrylate Chemical compound 0.000 claims description 19
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 15
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 14
- GUTLYIVDDKVIGB-OUBTZVSYSA-N Cobalt-60 Chemical compound [60Co] GUTLYIVDDKVIGB-OUBTZVSYSA-N 0.000 claims description 11
- 239000004952 Polyamide Substances 0.000 claims description 9
- 239000000463 material Substances 0.000 claims description 9
- 229920002647 polyamide Polymers 0.000 claims description 9
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical class NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 claims description 8
- 229920001600 hydrophobic polymer Polymers 0.000 claims description 8
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical group COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 7
- 239000003431 cross linking reagent Substances 0.000 claims description 7
- 239000000945 filler Substances 0.000 claims description 7
- 239000012528 membrane Substances 0.000 claims description 7
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 6
- 230000005670 electromagnetic radiation Effects 0.000 claims description 6
- 239000004677 Nylon Substances 0.000 claims description 5
- 150000004985 diamines Chemical class 0.000 claims description 5
- 229920001778 nylon Polymers 0.000 claims description 5
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 claims description 4
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 3
- 229920002319 Poly(methyl acrylate) Polymers 0.000 claims description 3
- 125000005250 alkyl acrylate group Chemical group 0.000 claims description 3
- 230000005251 gamma ray Effects 0.000 claims description 3
- 229920003229 poly(methyl methacrylate) Polymers 0.000 claims description 3
- 239000003505 polymerization initiator Substances 0.000 claims description 3
- 239000004926 polymethyl methacrylate Substances 0.000 claims description 3
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 claims description 3
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 claims description 2
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 claims description 2
- 229920000571 Nylon 11 Polymers 0.000 claims description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 2
- 239000004793 Polystyrene Substances 0.000 claims description 2
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 claims description 2
- 239000007943 implant Substances 0.000 claims description 2
- 229920002223 polystyrene Polymers 0.000 claims description 2
- 239000004800 polyvinyl chloride Substances 0.000 claims description 2
- 229920000915 polyvinyl chloride Polymers 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 230000001225 therapeutic effect Effects 0.000 claims description 2
- 229920002554 vinyl polymer Polymers 0.000 claims description 2
- 229920002292 Nylon 6 Polymers 0.000 claims 3
- 238000007334 copolymerization reaction Methods 0.000 claims 2
- 229920002401 polyacrylamide Polymers 0.000 claims 2
- JHWNWJKBPDFINM-UHFFFAOYSA-N Laurolactam Chemical compound O=C1CCCCCCCCCCCN1 JHWNWJKBPDFINM-UHFFFAOYSA-N 0.000 claims 1
- 229920000299 Nylon 12 Polymers 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- JKJWYKGYGWOAHT-UHFFFAOYSA-N bis(prop-2-enyl) carbonate Chemical compound C=CCOC(=O)OCC=C JKJWYKGYGWOAHT-UHFFFAOYSA-N 0.000 claims 1
- 229920000402 bisphenol A polycarbonate polymer Polymers 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 229920006037 cross link polymer Polymers 0.000 claims 1
- 230000001419 dependent effect Effects 0.000 claims 1
- 229910001873 dinitrogen Inorganic materials 0.000 claims 1
- 150000003951 lactams Chemical class 0.000 claims 1
- ZETYUTMSJWMKNQ-UHFFFAOYSA-N n,n',n'-trimethylhexane-1,6-diamine Chemical compound CNCCCCCCN(C)C ZETYUTMSJWMKNQ-UHFFFAOYSA-N 0.000 claims 1
- 229910052756 noble gas Inorganic materials 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 229920000233 poly(alkylene oxides) Polymers 0.000 claims 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 1
- 238000007654 immersion Methods 0.000 description 43
- 238000010521 absorption reaction Methods 0.000 description 17
- 239000007787 solid Substances 0.000 description 12
- 239000004698 Polyethylene Substances 0.000 description 10
- 229910052757 nitrogen Inorganic materials 0.000 description 10
- 229920000573 polyethylene Polymers 0.000 description 10
- 230000005865 ionizing radiation Effects 0.000 description 8
- 239000008367 deionised water Substances 0.000 description 5
- 229910021641 deionized water Inorganic materials 0.000 description 5
- FBCQUCJYYPMKRO-UHFFFAOYSA-N prop-2-enyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC=C FBCQUCJYYPMKRO-UHFFFAOYSA-N 0.000 description 5
- 230000001681 protective effect Effects 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 3
- 239000003242 anti bacterial agent Substances 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 229940079593 drug Drugs 0.000 description 3
- 239000004744 fabric Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 230000035699 permeability Effects 0.000 description 3
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- XQFRJNBWHJMXHO-RRKCRQDMSA-N IDUR Chemical compound C1[C@H](O)[C@@H](CO)O[C@H]1N1C(=O)NC(=O)C(I)=C1 XQFRJNBWHJMXHO-RRKCRQDMSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- BGDKAVGWHJFAGW-UHFFFAOYSA-N Tropicamide Chemical group C=1C=CC=CC=1C(CO)C(=O)N(CC)CC1=CC=NC=C1 BGDKAVGWHJFAGW-UHFFFAOYSA-N 0.000 description 2
- 231100000987 absorbed dose Toxicity 0.000 description 2
- 230000003115 biocidal effect Effects 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- 229910017052 cobalt Inorganic materials 0.000 description 2
- 239000010941 cobalt Substances 0.000 description 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-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
- VHSHLMUCYSAUQU-UHFFFAOYSA-N 2-hydroxypropyl methacrylate Chemical compound CC(O)COC(=O)C(C)=C VHSHLMUCYSAUQU-UHFFFAOYSA-N 0.000 description 1
- GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 description 1
- KFDVPJUYSDEJTH-UHFFFAOYSA-N 4-ethenylpyridine Chemical compound C=CC1=CC=NC=C1 KFDVPJUYSDEJTH-UHFFFAOYSA-N 0.000 description 1
- SBVKVAIECGDBTC-UHFFFAOYSA-N 4-hydroxy-2-methylidenebutanamide Chemical compound NC(=O)C(=C)CCO SBVKVAIECGDBTC-UHFFFAOYSA-N 0.000 description 1
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 229920002302 Nylon 6,6 Polymers 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 238000012644 addition polymerization Methods 0.000 description 1
- 150000001408 amides Chemical group 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 229940088710 antibiotic agent Drugs 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
- 239000013043 chemical agent Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 238000000502 dialysis Methods 0.000 description 1
- 125000006159 dianhydride group Chemical group 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 238000010559 graft polymerization reaction Methods 0.000 description 1
- 210000003709 heart valve Anatomy 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 239000005556 hormone Substances 0.000 description 1
- 229940088597 hormone Drugs 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 229960004716 idoxuridine Drugs 0.000 description 1
- 238000002513 implantation Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 210000003734 kidney Anatomy 0.000 description 1
- 238000002386 leaching Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229940087766 mydriacyl Drugs 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- BTLSLHNLDQCWKS-UHFFFAOYSA-N oxocan-2-one Chemical compound O=C1CCCCCCO1 BTLSLHNLDQCWKS-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 150000003431 steroids Chemical class 0.000 description 1
- 239000002352 surface water Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
- 230000001960 triggered effect Effects 0.000 description 1
- 229960004791 tropicamide Drugs 0.000 description 1
- 229920006305 unsaturated polyester 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29D—PRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE
- B29D11/00—Producing optical elements, e.g. lenses or prisms
- B29D11/00009—Production of simple or compound 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
- C08F2/00—Processes of polymerisation
- C08F2/46—Polymerisation initiated by wave energy or particle radiation
-
- 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
- C08F291/00—Macromolecular compounds obtained by polymerising monomers on to macromolecular compounds according to more than one of the groups C08F251/00 - C08F289/00
- C08F291/18—Macromolecular compounds obtained by polymerising monomers on to macromolecular compounds according to more than one of the groups C08F251/00 - C08F289/00 on to irradiated or oxidised macromolecules
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Physics & Mathematics (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Mechanical Engineering (AREA)
- Ophthalmology & Optometry (AREA)
- Manufacturing & Machinery (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Materials For Medical Uses (AREA)
- Graft Or Block Polymers (AREA)
- Treatments Of Macromolecular Shaped Articles (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1162772A GB1439132A (en) | 1972-03-13 | 1972-03-13 | Method for the production of a hydrophilic polymer product |
Publications (1)
Publication Number | Publication Date |
---|---|
DE2312470A1 true DE2312470A1 (de) | 1973-09-27 |
Family
ID=9989756
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE2312470A Pending DE2312470A1 (de) | 1972-03-13 | 1973-03-13 | Hydrophiles polymer oder copolymer sowie verfahren zu dessen herstellung |
Country Status (8)
Country | Link |
---|---|
US (1) | US3943045A (en, 2012) |
BE (1) | BE796689A (en, 2012) |
DE (1) | DE2312470A1 (en, 2012) |
FR (1) | FR2176006B3 (en, 2012) |
GB (1) | GB1439132A (en, 2012) |
IT (1) | IT980430B (en, 2012) |
LU (1) | LU67195A1 (en, 2012) |
NL (1) | NL7303472A (en, 2012) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2908794A1 (de) * | 1978-03-09 | 1979-09-13 | Japan Atomic Energy Res Inst | Verfahren zur herstellung eines polymerpraeparates, das eine physiologisch aktive substanz enthaelt |
DE3036449A1 (de) * | 1979-09-27 | 1981-04-16 | Japan Atomic Energy Research Institute, Tokyo | Verfahren zur herstellung einer mischzusammensetzung mit geregelter freisetzung einer physiologisch aktiven substanz |
Families Citing this family (36)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4196065A (en) * | 1973-11-09 | 1980-04-01 | Commissariat A L'energie Atomique | Hydrophobic substrate with grafted hydrophilic inclusions |
CH616694A5 (en) * | 1974-06-27 | 1980-04-15 | Ciba Geigy Ag | Process for the preparation of crosslinked, water-insoluble, hydrophilic copolymers |
US4259223A (en) * | 1976-03-29 | 1981-03-31 | California Institute Of Technology | Cross-linked polyvinyl pyridine coated glass particle catalyst support and aqueous composition or polyvinyl pyridine adducted microspheres |
US4224359A (en) * | 1976-03-29 | 1980-09-23 | California Institute Of Technology | Polyvinyl pyridine microspheres |
US4170685A (en) * | 1976-03-29 | 1979-10-09 | California Institute Of Technology | Polyvinyl pyridine microspheres |
GB1537566A (en) * | 1976-07-21 | 1978-12-29 | Ganju S | Restoration of soft contact lenses |
US4143949A (en) * | 1976-10-28 | 1979-03-13 | Bausch & Lomb Incorporated | Process for putting a hydrophilic coating on a hydrophobic contact lens |
USRE31422E (en) | 1977-12-27 | 1983-10-18 | Schering Corporation | Hydrophilic polymers and contact lenses of high water content |
US4182802A (en) * | 1977-12-27 | 1980-01-08 | Samuel Loshaek | Hydrophilic polymers and contact lenses of high water content |
US4509504A (en) * | 1978-01-18 | 1985-04-09 | Medline Ab | Occlusion of body channels |
US4277582A (en) * | 1978-03-03 | 1981-07-07 | Ciba-Geigy Corporation | Water-insoluble hydrophilic copolymers |
US4377010A (en) * | 1978-11-08 | 1983-03-22 | The Secretary Of State For Defence In Her Britannic Majesty's Government Of The United Kingdom Of Great Britain And Northern Ireland | Biocompatible material comprising a base polymer bulk graft polymerized with an ethylenically unsaturated carboxylic acid |
WO1980002840A1 (en) * | 1979-06-20 | 1980-12-24 | W Foley | Contact lenses with polymer bound asepticizing agents |
US4263185A (en) * | 1979-10-01 | 1981-04-21 | Belykh Sergei I | Biodestructive material for bone fixation elements |
FR2477059A1 (fr) * | 1980-02-28 | 1981-09-04 | Medicornea Sa | Procede de fabrication par moulage de lentilles de contact et lentilles obtenues |
JPS6031323B2 (ja) * | 1980-03-28 | 1985-07-22 | 日本原子力研究所 | 水溶性ビニルポリマ−の製造方法 |
JPS57500930A (en, 2012) * | 1980-07-08 | 1982-05-27 | ||
US4536158A (en) * | 1980-12-08 | 1985-08-20 | Medical Biological Sciences, Inc. | Oral prosthesis and method for producing same |
US4547327A (en) * | 1980-12-08 | 1985-10-15 | Medical Biological Sciences, Inc. | Method for producing a porous prosthesis |
US4395496A (en) * | 1981-11-16 | 1983-07-26 | Uco Optics, Inc. | Cured cellulose ester, method of curing same, and use thereof |
DE3203655A1 (de) * | 1982-02-03 | 1983-08-11 | Polymer Technology Corp., 01887 Wilmington, Mass. | Verfahren zur herstellung von dimensionsstabilen kontaktlinsenmaterialien |
US4547390A (en) * | 1982-03-12 | 1985-10-15 | Medical Biological Sciences, Inc. | Process of making implantable prosthesis material of modified polymeric acrylic (PMMA) beads coated with PHEMA and barium sulfate |
US4535485A (en) * | 1982-03-12 | 1985-08-20 | Medical Biological Sciences, Inc. | Polymeric acrylic prothesis |
FR2523505A2 (fr) * | 1982-03-17 | 1983-09-23 | Medicornea Sa | Procede perfectionne pour la fabrication, par moulage, de lentilles de contact et dispositif de mise en oeuvre |
US4527293A (en) * | 1983-05-18 | 1985-07-09 | University Of Miami | Hydrogel surface of urological prosthesis |
US4671267A (en) * | 1984-05-30 | 1987-06-09 | Edward I. Stout | Gel-based therapy member and method |
US4820038A (en) * | 1986-08-14 | 1989-04-11 | Coopervision, Inc. | Hydrogel contact lens |
US4798611A (en) * | 1986-10-14 | 1989-01-17 | Hancock Jaffe Laboratories | Enhancement of xenogeneic tissue |
US4828827A (en) * | 1986-12-12 | 1989-05-09 | Ethicon, Inc. | Process for augmenting soft tissue with cross-linked polyvinyl pyrrolidone |
US5118779A (en) * | 1989-10-10 | 1992-06-02 | Polymedica Industries, Inc. | Hydrophilic polyurethane elastomers |
US5276079A (en) * | 1991-11-15 | 1994-01-04 | Minnesota Mining And Manufacturing Company | Pressure-sensitive poly(n-vinyl lactam) adhesive composition and method for producing and using same |
GB2295665A (en) * | 1994-11-29 | 1996-06-05 | Secr Defence | Infra-red body |
US6083393A (en) * | 1997-10-27 | 2000-07-04 | Pall Corporation | Hydrophilic membrane |
US6596167B2 (en) | 2001-03-26 | 2003-07-22 | Koch Membrane Systems, Inc. | Hydrophilic hollow fiber ultrafiltration membranes that include a hydrophobic polymer and a method of making these membranes |
DE602004017715D1 (de) | 2003-06-11 | 2008-12-24 | Ciba Spec Chem Water Treat Ltd | Polymeres tensid |
CN102633928B (zh) * | 2012-05-10 | 2014-11-05 | 西北核技术研究所 | 一种制备交联型聚苯乙烯的方法 |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1495381B2 (de) * | 1963-09-07 | 1971-06-24 | Czeskoslovenska akademie ved , Prag | Verfahren zur herstellung von kontaktlinsen oder kontakt linsenrohlingen aus quellfaehigen hydrogelen |
US3639524A (en) * | 1969-07-28 | 1972-02-01 | Maurice Seiderman | Hydrophilic gel polymer insoluble in water from polyvinylpyrrolidone with n-vinyl-2-pyrrolidone and methacrylic modifier |
-
1972
- 1972-03-13 GB GB1162772A patent/GB1439132A/en not_active Expired
-
1973
- 1973-03-12 US US05/340,010 patent/US3943045A/en not_active Expired - Lifetime
- 1973-03-12 LU LU67195A patent/LU67195A1/xx unknown
- 1973-03-13 FR FR7308940A patent/FR2176006B3/fr not_active Expired
- 1973-03-13 DE DE2312470A patent/DE2312470A1/de active Pending
- 1973-03-13 NL NL7303472A patent/NL7303472A/xx unknown
- 1973-03-13 BE BE128721A patent/BE796689A/xx not_active IP Right Cessation
- 1973-03-13 IT IT48763/73A patent/IT980430B/it active
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2908794A1 (de) * | 1978-03-09 | 1979-09-13 | Japan Atomic Energy Res Inst | Verfahren zur herstellung eines polymerpraeparates, das eine physiologisch aktive substanz enthaelt |
DE3036449A1 (de) * | 1979-09-27 | 1981-04-16 | Japan Atomic Energy Research Institute, Tokyo | Verfahren zur herstellung einer mischzusammensetzung mit geregelter freisetzung einer physiologisch aktiven substanz |
Also Published As
Publication number | Publication date |
---|---|
GB1439132A (en) | 1976-06-09 |
US3943045A (en) | 1976-03-09 |
BE796689A (fr) | 1973-07-02 |
FR2176006B3 (en, 2012) | 1976-03-12 |
IT980430B (it) | 1974-09-30 |
NL7303472A (en, 2012) | 1973-09-17 |
FR2176006A1 (en, 2012) | 1973-10-26 |
LU67195A1 (en, 2012) | 1973-06-15 |
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