SK79798A3 - Linear block polymer comprising urea and urethane groups, method for the production of linear block polymers and use of the block polymers as implants - Google Patents
Linear block polymer comprising urea and urethane groups, method for the production of linear block polymers and use of the block polymers as implants Download PDFInfo
- Publication number
- SK79798A3 SK79798A3 SK797-98A SK79798A SK79798A3 SK 79798 A3 SK79798 A3 SK 79798A3 SK 79798 A SK79798 A SK 79798A SK 79798 A3 SK79798 A3 SK 79798A3
- Authority
- SK
- Slovakia
- Prior art keywords
- groups
- diol
- monoalyl
- propionic acid
- ether
- Prior art date
Links
- 229920000642 polymer Polymers 0.000 title claims abstract description 55
- 239000007943 implant Substances 0.000 title claims abstract description 21
- 238000000034 method Methods 0.000 title claims abstract description 21
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 title claims abstract description 14
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 title claims abstract description 10
- 239000004202 carbamide Substances 0.000 title claims abstract description 9
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 9
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims abstract description 9
- 210000003041 ligament Anatomy 0.000 claims abstract description 6
- 241001465754 Metazoa Species 0.000 claims abstract description 5
- 150000004984 aromatic diamines Chemical class 0.000 claims abstract description 3
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims abstract description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 28
- 238000006243 chemical reaction Methods 0.000 claims description 25
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 23
- 150000002009 diols Chemical class 0.000 claims description 20
- 239000000835 fiber Substances 0.000 claims description 19
- -1 polytetramethylene Polymers 0.000 claims description 17
- 239000012948 isocyanate Substances 0.000 claims description 16
- 150000002513 isocyanates Chemical class 0.000 claims description 16
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 12
- 235000011187 glycerol Nutrition 0.000 claims description 11
- 150000004985 diamines Chemical class 0.000 claims description 9
- 239000000463 material Substances 0.000 claims description 9
- 230000008569 process Effects 0.000 claims description 9
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims description 8
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 8
- 239000002202 Polyethylene glycol Substances 0.000 claims description 7
- RQEPEDPOJQCJJT-UHFFFAOYSA-N methyl 3-hydroxy-2-(hydroxymethyl)-2-methylpropanoate Chemical compound COC(=O)C(C)(CO)CO RQEPEDPOJQCJJT-UHFFFAOYSA-N 0.000 claims description 7
- 229920001223 polyethylene glycol Polymers 0.000 claims description 7
- OZCLOSUMCCOKAB-UHFFFAOYSA-N 4-bromobutyl 3-hydroxy-2-(hydroxymethyl)-2-methylpropanoate Chemical compound OCC(C)(CO)C(=O)OCCCCBr OZCLOSUMCCOKAB-UHFFFAOYSA-N 0.000 claims description 6
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 6
- RCXHRHWRRACBTK-UHFFFAOYSA-N 3-(oxiran-2-ylmethoxy)propane-1,2-diol Chemical compound OCC(O)COCC1CO1 RCXHRHWRRACBTK-UHFFFAOYSA-N 0.000 claims description 5
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 5
- 229920001610 polycaprolactone Polymers 0.000 claims description 5
- 239000004632 polycaprolactone Substances 0.000 claims description 5
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 claims description 4
- 229920000728 polyester Polymers 0.000 claims description 3
- 239000013543 active substance Substances 0.000 claims description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 claims description 2
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 claims description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 2
- 125000004957 naphthylene group Chemical group 0.000 claims description 2
- 210000003491 skin Anatomy 0.000 claims description 2
- 230000004936 stimulating effect Effects 0.000 claims description 2
- 210000002435 tendon Anatomy 0.000 claims description 2
- PJANXHGTPQOBST-VAWYXSNFSA-N trans-stilbene Chemical group C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 claims description 2
- 150000002170 ethers Chemical class 0.000 claims 2
- CVIPPVKIDNQJSU-UHFFFAOYSA-N 2-(2,3-dihydroxypropoxy)acetic acid Chemical class OCC(O)COCC(O)=O CVIPPVKIDNQJSU-UHFFFAOYSA-N 0.000 claims 1
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Natural products NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims 1
- 239000004471 Glycine Substances 0.000 claims 1
- 238000006073 displacement reaction Methods 0.000 claims 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 14
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 12
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 7
- 235000013877 carbamide Nutrition 0.000 description 7
- 230000015572 biosynthetic process Effects 0.000 description 6
- 125000005442 diisocyanate group Chemical group 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical group CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 239000000758 substrate Substances 0.000 description 4
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 3
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 3
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 239000010936 titanium Substances 0.000 description 3
- 229910052719 titanium Inorganic materials 0.000 description 3
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 2
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
- 229940035437 1,3-propanediol Drugs 0.000 description 2
- 229920002396 Polyurea Polymers 0.000 description 2
- 208000027418 Wounds and injury Diseases 0.000 description 2
- 230000001588 bifunctional effect Effects 0.000 description 2
- 230000015271 coagulation Effects 0.000 description 2
- 238000005345 coagulation Methods 0.000 description 2
- 210000002808 connective tissue Anatomy 0.000 description 2
- JXCHMDATRWUOAP-UHFFFAOYSA-N diisocyanatomethylbenzene Chemical compound O=C=NC(N=C=O)C1=CC=CC=C1 JXCHMDATRWUOAP-UHFFFAOYSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 210000000056 organ Anatomy 0.000 description 2
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 2
- 238000005728 strengthening Methods 0.000 description 2
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- 238000009941 weaving Methods 0.000 description 2
- 238000002166 wet spinning Methods 0.000 description 2
- 238000004804 winding Methods 0.000 description 2
- OVBFMUAFNIIQAL-UHFFFAOYSA-N 1,4-diisocyanatobutane Chemical compound O=C=NCCCCN=C=O OVBFMUAFNIIQAL-UHFFFAOYSA-N 0.000 description 1
- YFNHCYVGTKEHMJ-UHFFFAOYSA-N 4-bromobutyl propanoate Chemical compound CCC(=O)OCCCCBr YFNHCYVGTKEHMJ-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 208000010392 Bone Fractures Diseases 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- WMAPZFAWKYUPFD-UHFFFAOYSA-N N=C=O.N=C=O.CCOC(N)=O Chemical compound N=C=O.N=C=O.CCOC(N)=O WMAPZFAWKYUPFD-UHFFFAOYSA-N 0.000 description 1
- 241000283973 Oryctolagus cuniculus Species 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 210000004204 blood vessel Anatomy 0.000 description 1
- 210000001124 body fluid Anatomy 0.000 description 1
- 239000010839 body fluid Substances 0.000 description 1
- RNSLCHIAOHUARI-UHFFFAOYSA-N butane-1,4-diol;hexanedioic acid Chemical compound OCCCCO.OC(=O)CCCCC(O)=O RNSLCHIAOHUARI-UHFFFAOYSA-N 0.000 description 1
- 210000000845 cartilage Anatomy 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000012634 fragment Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000003102 growth factor Substances 0.000 description 1
- 239000007952 growth promoter Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 208000014674 injury Diseases 0.000 description 1
- 210000003127 knee Anatomy 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 150000002923 oximes Chemical group 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920003226 polyurethane urea Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 102000004196 processed proteins & peptides Human genes 0.000 description 1
- 108090000765 processed proteins & peptides Proteins 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 238000005829 trimerization reaction Methods 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
Classifications
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/67—Unsaturated compounds having active hydrogen
- C08G18/675—Low-molecular-weight compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
- A61L27/14—Macromolecular materials
- A61L27/18—Macromolecular materials obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4236—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups
- C08G18/4238—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups derived from dicarboxylic acids and dialcohols
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4266—Polycondensates having carboxylic or carbonic ester groups in the main chain prepared from hydroxycarboxylic acids and/or lactones
- C08G18/4269—Lactones
- C08G18/4277—Caprolactone and/or substituted caprolactone
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE9504495A SE505703C2 (sv) | 1995-12-15 | 1995-12-15 | Linjär blockpolymer innefattande urea- och uretangrupper, förfarande för framställning av linjära blockpolymerer samt användning av blockpolymererna som implantat |
| PCT/SE1996/001530 WO1997022643A1 (en) | 1995-12-15 | 1996-11-25 | Linear block polymer comprising urea and urethane groups, method for the production of linear block polymers and use of the block polymers as implants |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SK79798A3 true SK79798A3 (en) | 1999-03-12 |
Family
ID=20400606
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SK797-98A SK79798A3 (en) | 1995-12-15 | 1996-11-25 | Linear block polymer comprising urea and urethane groups, method for the production of linear block polymers and use of the block polymers as implants |
Country Status (26)
| Country | Link |
|---|---|
| US (1) | US6210441B1 (sv) |
| EP (1) | EP0866816B1 (sv) |
| JP (1) | JP4059524B2 (sv) |
| KR (1) | KR20000064383A (sv) |
| CN (1) | CN1152899C (sv) |
| AT (1) | ATE201704T1 (sv) |
| AU (1) | AU709440B2 (sv) |
| BR (1) | BR9612032A (sv) |
| CA (1) | CA2240061A1 (sv) |
| CZ (1) | CZ179398A3 (sv) |
| DE (1) | DE69613144T2 (sv) |
| DK (1) | DK0866816T3 (sv) |
| ES (1) | ES2159769T3 (sv) |
| GR (1) | GR3036469T3 (sv) |
| HU (1) | HUP9901201A3 (sv) |
| IL (1) | IL124884A (sv) |
| NO (1) | NO982703L (sv) |
| NZ (1) | NZ324479A (sv) |
| PL (1) | PL327246A1 (sv) |
| PT (1) | PT866816E (sv) |
| RU (1) | RU2189993C2 (sv) |
| SE (1) | SE505703C2 (sv) |
| SI (1) | SI0866816T1 (sv) |
| SK (1) | SK79798A3 (sv) |
| TR (1) | TR199801091T2 (sv) |
| WO (1) | WO1997022643A1 (sv) |
Families Citing this family (40)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE510868C2 (sv) | 1997-11-03 | 1999-07-05 | Artimplant Dev Artdev Ab | Formkroppar för användning som implantat i humanmedicin samt förfarande för framställning av sådana formkroppar |
| SE513491C2 (sv) * | 1998-12-15 | 2000-09-18 | Artimplant Dev Artdev Ab | Implantat för insättning i människor eller djur innefattande böjliga trådformiga element |
| SE514064C2 (sv) * | 1999-02-02 | 2000-12-18 | Artimplant Dev Artdev Ab | Film för medicinsk användning bestående av linjära blockpolymerer av polyuretaner samt förfarande för framställning av en sådan film |
| US20060177416A1 (en) | 2003-10-14 | 2006-08-10 | Medivas, Llc | Polymer particle delivery compositions and methods of use |
| SE0101523L (sv) * | 2000-12-29 | 2002-06-30 | Artimplant Ab | Linjär polymer |
| AR032052A1 (es) * | 2000-12-29 | 2003-10-22 | Artimplant Ab | Polimero lineal de bloques, procedimiento para su preparacion, su uso, implantes, material para relleno, composiciones farmaceuticas y material polimerico poroso que comprenden dicho polimero lineal de bloques |
| SE526106C2 (sv) * | 2002-06-20 | 2005-07-05 | Artimplant Ab | Linjär blockpolymer samt fiber, film, poröst material och implantat innefattande polymeren |
| GB0222522D0 (en) | 2002-09-27 | 2002-11-06 | Controlled Therapeutics Sct | Water-swellable polymers |
| WO2004065450A2 (en) * | 2003-01-16 | 2004-08-05 | Carnegie Mellon University | Biodegradable polyurethanes and use thereof |
| US20070160622A1 (en) * | 2005-12-07 | 2007-07-12 | Medivas, Llc | Method for assembling a polymer-biologic delivery composition |
| US8791073B2 (en) * | 2004-05-14 | 2014-07-29 | William Marsh Rice University | Peptide-modified polyurethane compositions and associated methods |
| GB0417401D0 (en) | 2004-08-05 | 2004-09-08 | Controlled Therapeutics Sct | Stabilised prostaglandin composition |
| US20070167617A1 (en) * | 2006-01-17 | 2007-07-19 | Fitz Benjamin D | Method of making a diisocyanate terminated macromer |
| US20060153796A1 (en) * | 2005-01-10 | 2006-07-13 | Fitz Benjamin D | Diisocyanate terminated macromer and formulation thereof for use as an internal adhesive or sealant |
| US7968668B2 (en) | 2005-01-10 | 2011-06-28 | Ethicon Inc. | Diisocyanate terminated macromer and formulation thereof for use as an internal adhesive or sealant |
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| US7728097B2 (en) * | 2005-01-10 | 2010-06-01 | Ethicon, Inc. | Method of making a diisocyanate terminated macromer |
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| GB0613333D0 (en) | 2006-07-05 | 2006-08-16 | Controlled Therapeutics Sct | Hydrophilic polyurethane compositions |
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| US8324292B2 (en) * | 2008-02-29 | 2012-12-04 | Ethicon, Inc. | Medically acceptable formulation of a diisocyanate terminated macromer for use as an internal adhesive or sealant |
| JP2012500207A (ja) * | 2008-08-13 | 2012-01-05 | メディバス エルエルシー | Ａａｂｂ−ポリ（デプシペプチド）生分解性ポリマー及び使用方法 |
| US8962784B2 (en) | 2008-12-19 | 2015-02-24 | Ethicon, Inc. | Isocyanate terminated macromer and formulation thereof for use as an internal adhesive or sealant |
| EP2413838A4 (en) * | 2009-04-03 | 2012-09-19 | Biomerix Corp | AT LEAST PARTIALLY RESORBIBLE RETICULATED ELASTOMER MATRIX PARTICLES AND PRODUCTION METHOD |
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| CN103748139B (zh) | 2011-06-23 | 2016-08-17 | 帝斯曼知识产权资产管理有限公司 | 用于递送生物活性剂的包含生物可降解的聚酯酰胺共聚物的微米颗粒或纳米颗粒 |
| US9873765B2 (en) | 2011-06-23 | 2018-01-23 | Dsm Ip Assets, B.V. | Biodegradable polyesteramide copolymers for drug delivery |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE790976A (fr) * | 1971-11-06 | 1973-05-07 | Bayer Ag | Derives silyles de l'uree et leur preparation |
| US4549010A (en) * | 1984-06-27 | 1985-10-22 | Merck & Co., Inc. | Bioerodible poly(ortho ester) thermoplastic elastomer from diketene diacetal |
| JPH03501496A (ja) * | 1987-12-02 | 1991-04-04 | ティンダル プレインズ‐ハンター，リミテッド | 強度が改善された親水性ポリウレタン |
| CA2038605C (en) * | 1990-06-15 | 2000-06-27 | Leonard Pinchuk | Crack-resistant polycarbonate urethane polymer prostheses and the like |
| WO1992000338A1 (en) * | 1990-06-26 | 1992-01-09 | Commonwealth Scientific And Industrial Research Organisation | Polyurethane or polyurethane-urea elastomeric compositions |
| EP0548256A4 (en) * | 1990-09-12 | 1993-07-07 | Polymedica Industries, Inc. | Biostable polyurethane products |
-
1995
- 1995-12-15 SE SE9504495A patent/SE505703C2/sv not_active IP Right Cessation
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1996
- 1996-11-25 IL IL12488496A patent/IL124884A/en not_active IP Right Cessation
- 1996-11-25 AU AU11547/97A patent/AU709440B2/en not_active Expired
- 1996-11-25 NZ NZ324479A patent/NZ324479A/xx unknown
- 1996-11-25 SK SK797-98A patent/SK79798A3/sk unknown
- 1996-11-25 AT AT96942698T patent/ATE201704T1/de not_active IP Right Cessation
- 1996-11-25 BR BR9612032-0A patent/BR9612032A/pt not_active Application Discontinuation
- 1996-11-25 CZ CZ981793A patent/CZ179398A3/cs unknown
- 1996-11-25 PL PL96327246A patent/PL327246A1/xx unknown
- 1996-11-25 WO PCT/SE1996/001530 patent/WO1997022643A1/en not_active Application Discontinuation
- 1996-11-25 EP EP96942698A patent/EP0866816B1/en not_active Expired - Lifetime
- 1996-11-25 RU RU98113712/04A patent/RU2189993C2/ru not_active IP Right Cessation
- 1996-11-25 PT PT96942698T patent/PT866816E/pt unknown
- 1996-11-25 CA CA002240061A patent/CA2240061A1/en not_active Abandoned
- 1996-11-25 KR KR1019980704410A patent/KR20000064383A/ko not_active Application Discontinuation
- 1996-11-25 HU HU9901201A patent/HUP9901201A3/hu unknown
- 1996-11-25 US US09/091,073 patent/US6210441B1/en not_active Expired - Lifetime
- 1996-11-25 TR TR1998/01091T patent/TR199801091T2/xx unknown
- 1996-11-25 DK DK96942698T patent/DK0866816T3/da active
- 1996-11-25 JP JP52269397A patent/JP4059524B2/ja not_active Expired - Fee Related
- 1996-11-25 CN CNB961999462A patent/CN1152899C/zh not_active Expired - Lifetime
- 1996-11-25 DE DE69613144T patent/DE69613144T2/de not_active Expired - Lifetime
- 1996-11-25 SI SI9630322T patent/SI0866816T1/xx unknown
- 1996-11-25 ES ES96942698T patent/ES2159769T3/es not_active Expired - Lifetime
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1998
- 1998-06-11 NO NO982703A patent/NO982703L/no unknown
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2001
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