ES2292936T5 - Copolímeros de DL-lactida-epsilon-caprolactona - Google Patents
Copolímeros de DL-lactida-epsilon-caprolactona Download PDFInfo
- Publication number
- ES2292936T5 ES2292936T5 ES03705491.3T ES03705491T ES2292936T5 ES 2292936 T5 ES2292936 T5 ES 2292936T5 ES 03705491 T ES03705491 T ES 03705491T ES 2292936 T5 ES2292936 T5 ES 2292936T5
- Authority
- ES
- Spain
- Prior art keywords
- lactide
- mol
- caprolactone
- copolymer
- polymeric material
- 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.)
- Expired - Lifetime
Links
- 229920001577 copolymer Polymers 0.000 title claims abstract description 87
- JJTUDXZGHPGLLC-UHFFFAOYSA-N lactide Chemical compound CC1OC(=O)C(C)OC1=O JJTUDXZGHPGLLC-UHFFFAOYSA-N 0.000 claims abstract description 69
- 239000000463 material Substances 0.000 claims abstract description 32
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 claims abstract description 22
- 238000007334 copolymerization reaction Methods 0.000 claims abstract description 6
- 239000000178 monomer Substances 0.000 claims description 51
- 238000006116 polymerization reaction Methods 0.000 claims description 42
- 239000003054 catalyst Substances 0.000 claims description 20
- 239000004744 fabric Substances 0.000 claims description 4
- 238000012377 drug delivery Methods 0.000 claims description 3
- 239000002537 cosmetic Substances 0.000 claims description 2
- 230000010102 embolization Effects 0.000 claims description 2
- 239000006260 foam Substances 0.000 claims description 2
- 239000002245 particle Substances 0.000 claims description 2
- 230000001681 protective effect Effects 0.000 claims description 2
- 230000000699 topical effect Effects 0.000 claims description 2
- 230000002792 vascular Effects 0.000 claims description 2
- 210000005036 nerve Anatomy 0.000 abstract description 39
- 229920000642 polymer Polymers 0.000 abstract description 34
- 238000004519 manufacturing process Methods 0.000 abstract description 2
- 238000006243 chemical reaction Methods 0.000 description 18
- 239000000203 mixture Substances 0.000 description 18
- 230000008961 swelling Effects 0.000 description 17
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 12
- 238000000034 method Methods 0.000 description 12
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
- 230000015556 catabolic process Effects 0.000 description 10
- 238000006731 degradation reaction Methods 0.000 description 10
- 238000009826 distribution Methods 0.000 description 10
- JJTUDXZGHPGLLC-IMJSIDKUSA-N 4511-42-6 Chemical compound C[C@@H]1OC(=O)[C@H](C)OC1=O JJTUDXZGHPGLLC-IMJSIDKUSA-N 0.000 description 7
- 239000012299 nitrogen atmosphere Substances 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 239000012620 biological material Substances 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 238000002481 ethanol extraction Methods 0.000 description 5
- 239000011521 glass Substances 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 210000001519 tissue Anatomy 0.000 description 5
- 230000006835 compression Effects 0.000 description 4
- 238000007906 compression Methods 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 230000009477 glass transition Effects 0.000 description 4
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 101100219382 Caenorhabditis elegans cah-2 gene Proteins 0.000 description 3
- YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 description 3
- PBAYDYUZOSNJGU-UHFFFAOYSA-N chelidonic acid Natural products OC(=O)C1=CC(=O)C=C(C(O)=O)O1 PBAYDYUZOSNJGU-UHFFFAOYSA-N 0.000 description 3
- 229910052805 deuterium Inorganic materials 0.000 description 3
- 239000012634 fragment Substances 0.000 description 3
- 238000000338 in vitro Methods 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 210000000578 peripheral nerve Anatomy 0.000 description 3
- 238000005809 transesterification reaction Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 239000003708 ampul Substances 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- -1 artificial skin Substances 0.000 description 2
- 238000012512 characterization method Methods 0.000 description 2
- 230000002596 correlated effect Effects 0.000 description 2
- 230000000875 corresponding effect Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 238000007654 immersion Methods 0.000 description 2
- 239000007943 implant Substances 0.000 description 2
- 230000000977 initiatory effect Effects 0.000 description 2
- 235000014655 lactic acid Nutrition 0.000 description 2
- 239000004310 lactic acid Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- 238000002406 microsurgery Methods 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000011148 porous material Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- 230000008929 regeneration Effects 0.000 description 2
- 238000011069 regeneration method Methods 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- IVWWFWFVSWOTLP-YVZVNANGSA-N (3'as,4r,7'as)-2,2,2',2'-tetramethylspiro[1,3-dioxolane-4,6'-4,7a-dihydro-3ah-[1,3]dioxolo[4,5-c]pyran]-7'-one Chemical compound C([C@@H]1OC(O[C@@H]1C1=O)(C)C)O[C@]21COC(C)(C)O2 IVWWFWFVSWOTLP-YVZVNANGSA-N 0.000 description 1
- 208000004210 Pressure Ulcer Diseases 0.000 description 1
- 208000006117 ST-elevation myocardial infarction Diseases 0.000 description 1
- 206010040954 Skin wrinkling Diseases 0.000 description 1
- 239000004809 Teflon Substances 0.000 description 1
- 229920006362 Teflon® Polymers 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 206010000891 acute myocardial infarction Diseases 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 239000002473 artificial blood Substances 0.000 description 1
- 230000003416 augmentation Effects 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 210000004204 blood vessel Anatomy 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 239000002178 crystalline material Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 239000010432 diamond Substances 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 230000002500 effect on skin Effects 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 230000012010 growth Effects 0.000 description 1
- 238000000265 homogenisation Methods 0.000 description 1
- 238000002513 implantation Methods 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 230000005923 long-lasting effect Effects 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 230000035800 maturation Effects 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 230000005499 meniscus Effects 0.000 description 1
- 239000004005 microsphere Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 210000004126 nerve fiber Anatomy 0.000 description 1
- 210000000944 nerve tissue Anatomy 0.000 description 1
- 230000008823 permeabilization Effects 0.000 description 1
- 239000008055 phosphate buffer solution Substances 0.000 description 1
- 229920000848 poly(L-lactide-ε-caprolactone) Polymers 0.000 description 1
- 239000013354 porous framework Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000008439 repair process Effects 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 230000002522 swelling effect Effects 0.000 description 1
- 238000009864 tensile test Methods 0.000 description 1
- 230000017423 tissue regeneration Effects 0.000 description 1
- 230000037303 wrinkles Effects 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/78—Preparation processes
- C08G63/82—Preparation processes characterised by the catalyst used
- C08G63/823—Preparation processes characterised by the catalyst used for the preparation of polylactones or polylactides
-
- 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
-
- 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
- A61L31/00—Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
- A61L31/04—Macromolecular materials
- A61L31/06—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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/06—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from hydroxycarboxylic acids
- C08G63/08—Lactones or lactides
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Organic Chemistry (AREA)
- Polymers & Plastics (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Transplantation (AREA)
- Dermatology (AREA)
- Heart & Thoracic Surgery (AREA)
- Surgery (AREA)
- Vascular Medicine (AREA)
- Materials For Medical Uses (AREA)
- Polyesters Or Polycarbonates (AREA)
- Prostheses (AREA)
- Infusion, Injection, And Reservoir Apparatuses (AREA)
- External Artificial Organs (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP02075481A EP1334990A1 (en) | 2002-02-06 | 2002-02-06 | DL-Lactide-epsilon-caprolactone copolymers |
| EP02075481 | 2002-02-06 | ||
| US10/308,214 US7785628B2 (en) | 2002-02-06 | 2002-12-02 | DL-lactide-ε-coprolactone copolymers |
| US308214 | 2002-12-02 | ||
| PCT/NL2003/000079 WO2003066705A1 (en) | 2002-02-06 | 2003-02-05 | Dl-lactide-ε-caprolactone copolymers |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES2292936T3 ES2292936T3 (es) | 2008-03-16 |
| ES2292936T5 true ES2292936T5 (es) | 2014-01-03 |
Family
ID=27589147
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES03705491.3T Expired - Lifetime ES2292936T5 (es) | 2002-02-06 | 2003-02-05 | Copolímeros de DL-lactida-epsilon-caprolactona |
Country Status (10)
| Country | Link |
|---|---|
| US (2) | US7785628B2 (enExample) |
| EP (2) | EP1334990A1 (enExample) |
| JP (1) | JP4452507B2 (enExample) |
| CN (1) | CN100462387C (enExample) |
| AT (1) | ATE372355T1 (enExample) |
| AU (1) | AU2003207416B2 (enExample) |
| CA (1) | CA2475266C (enExample) |
| DE (1) | DE60316115T3 (enExample) |
| ES (1) | ES2292936T5 (enExample) |
| WO (1) | WO2003066705A1 (enExample) |
Families Citing this family (40)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004026111A2 (en) | 2000-11-16 | 2004-04-01 | Microspherix Llc | Flexible and/or elastic brachytherapy seed or strand |
| US7763769B2 (en) | 2001-02-16 | 2010-07-27 | Kci Licensing, Inc. | Biocompatible wound dressing |
| US7700819B2 (en) | 2001-02-16 | 2010-04-20 | Kci Licensing, Inc. | Biocompatible wound dressing |
| JP2005143979A (ja) * | 2003-11-18 | 2005-06-09 | Gunze Ltd | 神経再生用チューブ |
| EP1862186A4 (en) * | 2005-03-23 | 2010-12-01 | Jms Co Ltd | STICK FOIL |
| US20070106035A1 (en) * | 2005-10-26 | 2007-05-10 | Medivas, Llc | Aromatic di-acid-containing poly (ester amide) polymers and methods of use |
| CA2667944A1 (en) * | 2005-10-26 | 2007-05-03 | Medivas, Llc | Aromatic di-acid-containing poly (ester amide) polymers and methods of use |
| CN101492532B (zh) * | 2006-01-27 | 2012-05-16 | 浙江海正生物材料股份有限公司 | 苯甲酸亚锡作为催化剂的用途 |
| BRPI0713060A2 (pt) | 2006-06-28 | 2012-04-10 | Gunze Kk | polìmero biodegradável/absorvìvel tendo teor reduzido de catalisador de metal e processo para a produção do mesmo |
| US9089627B2 (en) * | 2006-07-11 | 2015-07-28 | Abbott Cardiovascular Systems Inc. | Stent fabricated from polymer composite toughened by a dispersed phase |
| EP3009477B1 (en) | 2006-07-20 | 2024-01-24 | Orbusneich Medical Pte. Ltd | Bioabsorbable polymeric composition for a medical device |
| EP2073754A4 (en) | 2006-10-20 | 2012-09-26 | Orbusneich Medical Inc | BIOABSORBABLE POLYMER COMPOSITION AND MEDICAL DEVICE BACKGROUND |
| US7959942B2 (en) | 2006-10-20 | 2011-06-14 | Orbusneich Medical, Inc. | Bioabsorbable medical device with coating |
| US20090181068A1 (en) | 2008-01-14 | 2009-07-16 | Dunn Richard L | Low Viscosity Liquid Polymeric Delivery System |
| DE102008012620A1 (de) | 2008-02-28 | 2009-09-03 | Deutsche Institute Für Textil- Und Faserforschung Denkendorf | Resorbierbares Blockpolymer, Verfahren zu seiner Herstellung und Verwendung |
| GB2463861B (en) * | 2008-09-10 | 2012-09-26 | Univ Manchester | Medical device |
| US8758374B2 (en) | 2010-09-15 | 2014-06-24 | University Of Utah Research Foundation | Method for connecting nerves via a side-to-side epineurial window using artificial conduits |
| US10842494B2 (en) | 2011-10-17 | 2020-11-24 | University Of Utah Research Foundation | Methods and devices for connecting nerves |
| US9931121B2 (en) | 2011-10-17 | 2018-04-03 | University Of Utah Research Foundation | Methods and devices for connecting nerves |
| CN102389589B (zh) * | 2011-11-22 | 2014-06-11 | 何伟 | 一种生物降解型眼内植入膜片 |
| GB2490269B (en) * | 2012-07-12 | 2013-04-10 | Univ Manchester | Peripheral nerve growth scaffold including poly-E-caprolactone |
| US8968387B2 (en) | 2012-07-23 | 2015-03-03 | Abbott Cardiovascular Systems Inc. | Shape memory bioresorbable polymer peripheral scaffolds |
| SG10201702047XA (en) * | 2012-09-30 | 2017-04-27 | Univ Singapore | Bio-absorbable medicament-eluting ventilation tube |
| CN102911347A (zh) * | 2012-10-22 | 2013-02-06 | 长沙理工大学 | 高分子量聚(L-丙交酯-co-己内酯)无规共聚物的制备方法 |
| EP2985302B1 (en) | 2013-04-12 | 2018-01-10 | National University Corporation Kyoto Institute of Technology | Method for producing lactide-lactone copolymer |
| US9815935B2 (en) | 2013-04-15 | 2017-11-14 | Kent State University | Biodegradable side chain liquid crystal elastomers: smart responsive scaffolds (SRS) for tissue regeneration |
| CN104558557B (zh) * | 2014-04-30 | 2017-02-15 | 中国科学院化学研究所 | 一种高粘度的3d打印聚酯和聚碳酸酯及其制备方法 |
| CN107427605B (zh) * | 2015-03-06 | 2021-06-04 | 聚合物器官Ip股份有限公司 | 神经帽及其制备 |
| US10086109B2 (en) * | 2015-06-02 | 2018-10-02 | Ethicon, Inc. | Absorbable medical devices based on novel films and foams made from semi-crystalline, segmented copolymers of lactide and epsilon-caprolactone exhibiting long term absorption characteristics |
| MX378264B (es) | 2015-08-03 | 2025-03-10 | Tolmar International Ltd | Sistema para la entrega de polímeros líquidos para la administración prolongada de fármacos. |
| NL2016524B1 (en) | 2016-03-31 | 2017-10-17 | Polyganics Ip B V | Tissue-adhesive material |
| EP3678768B1 (en) * | 2017-09-04 | 2021-07-14 | Nouryon Chemicals International B.V. | Thermally expandable microspheres prepared from bio-based monomers |
| EP3461857A1 (en) * | 2017-09-28 | 2019-04-03 | Helmholtz-Zentrum Geesthacht Zentrum für Material- und Küstenforschung GmbH | Surface-functionalised polymeric object and method of its production |
| WO2019166087A1 (en) | 2018-02-28 | 2019-09-06 | Fundación Tekniker | Implantable nerve guidance conduit for nerve repair |
| CN113874442B (zh) * | 2019-05-30 | 2023-06-16 | 东丽株式会社 | 聚合物组合物、成型体及神经再生诱导管 |
| JP7456104B2 (ja) * | 2019-09-05 | 2024-03-27 | 株式会社ジェイ・エム・エス | 医療用補綴材 |
| ES2966371T3 (es) * | 2019-09-30 | 2024-04-22 | Tolmar International Ltd | Composiciones poliméricas líquidas y sistemas para el aporte prolongado de péptidos como ingredientes farmacéuticos activos |
| CN112521734B (zh) * | 2020-10-14 | 2023-03-31 | 浙江中在医疗科技有限公司 | 一种可降解医用弹性体材料及其用途 |
| CN112694730B (zh) * | 2021-01-07 | 2022-05-10 | 江南大学 | 一种基于超支化聚合物制备高性能高流动性聚乳酸的方法 |
| CN112831032B (zh) * | 2021-01-07 | 2022-03-25 | 江南大学 | 一种高熔体流动性聚乳酸复合材料及其制备方法 |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4045418A (en) * | 1975-01-28 | 1977-08-30 | Gulf Oil Corporation | Copolymers of D,L-lactide and epsilon caprolactone |
| US4057537A (en) * | 1975-01-28 | 1977-11-08 | Gulf Oil Corporation | Copolymers of L-(-)-lactide and epsilon caprolactone |
| US4539981A (en) * | 1982-11-08 | 1985-09-10 | Johnson & Johnson Products, Inc. | Absorbable bone fixation device |
| NL9001984A (nl) * | 1990-09-10 | 1992-04-01 | Stamicarbon | Werkwijze voor het produceren van een voorwerp van een copolymeer van lactide en epsilon-caprolacton voor medische toepassingen. |
| US5399666A (en) * | 1994-04-21 | 1995-03-21 | E. I. Du Pont De Nemours And Company | Easily degradable star-block copolymers |
| JP3395395B2 (ja) | 1994-09-21 | 2003-04-14 | 東洋紡績株式会社 | 生分解性ポリエステル接着剤 |
| JP3493744B2 (ja) * | 1994-09-21 | 2004-02-03 | 東洋紡績株式会社 | 生分解性インキ |
| IT1278868B1 (it) * | 1995-10-27 | 1997-11-28 | Sanitaria Scaligera Spa | Metodo per l'ottenimento di un materiale riassorbibile atto ad essere utilizzato come elemento di rivestimento per la prevenzione di |
| US5756651A (en) * | 1996-07-17 | 1998-05-26 | Chronopol, Inc. | Impact modified polylactide |
| FI965067A0 (fi) * | 1996-12-17 | 1996-12-17 | Jvs Polymers Oy | Implantmaterial som kan plastiseras |
| JPH10204378A (ja) | 1997-01-24 | 1998-08-04 | Toyobo Co Ltd | 生分解性コーティング |
| US5962006A (en) * | 1997-06-17 | 1999-10-05 | Atrix Laboratories, Inc. | Polymer formulation for prevention of surgical adhesions |
| US7541049B1 (en) * | 1997-09-02 | 2009-06-02 | Linvatec Biomaterials Oy | Bioactive and biodegradable composites of polymers and ceramics or glasses and method to manufacture such composites |
| JP2000135282A (ja) * | 1998-10-30 | 2000-05-16 | Gunze Ltd | 手術用縫合糸 |
| US6509440B1 (en) * | 1998-11-13 | 2003-01-21 | Daicel Chemical Industries, Ltd | Aliphatic copolymer, production process, aliphatic polyester resin composition, various uses, coating composition, and agricultural or horticultural particulate composition comprising degradable coating film |
| DE59910844D1 (de) | 1999-08-18 | 2004-11-18 | Juergens Christian | Resorbierbare Copolylactide und ihre Verwendung |
| US6273897B1 (en) * | 2000-02-29 | 2001-08-14 | Ethicon, Inc. | Surgical bettress and surgical stapling apparatus |
| DE02717541T1 (de) * | 2001-05-07 | 2004-08-26 | Cornell Research Foundation, Inc. | Biologisch abbaubare copolymere, die an ein segment mit mehreren funktionellen gruppen gebunden sind |
-
2002
- 2002-02-06 EP EP02075481A patent/EP1334990A1/en not_active Withdrawn
- 2002-12-02 US US10/308,214 patent/US7785628B2/en not_active Expired - Fee Related
-
2003
- 2003-02-05 WO PCT/NL2003/000079 patent/WO2003066705A1/en not_active Ceased
- 2003-02-05 CA CA2475266A patent/CA2475266C/en not_active Expired - Fee Related
- 2003-02-05 JP JP2003566072A patent/JP4452507B2/ja not_active Expired - Fee Related
- 2003-02-05 AU AU2003207416A patent/AU2003207416B2/en not_active Ceased
- 2003-02-05 AT AT03705491T patent/ATE372355T1/de active
- 2003-02-05 DE DE60316115.4T patent/DE60316115T3/de not_active Expired - Lifetime
- 2003-02-05 CN CNB038075504A patent/CN100462387C/zh not_active Expired - Fee Related
- 2003-02-05 EP EP03705491.3A patent/EP1472301B2/en not_active Expired - Lifetime
- 2003-02-05 ES ES03705491.3T patent/ES2292936T5/es not_active Expired - Lifetime
-
2010
- 2010-07-22 US US12/841,472 patent/US8309137B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| EP1472301B1 (en) | 2007-09-05 |
| US20100312340A1 (en) | 2010-12-09 |
| US8309137B2 (en) | 2012-11-13 |
| ES2292936T3 (es) | 2008-03-16 |
| CA2475266C (en) | 2011-11-01 |
| ATE372355T1 (de) | 2007-09-15 |
| EP1472301B2 (en) | 2013-09-04 |
| WO2003066705A1 (en) | 2003-08-14 |
| US7785628B2 (en) | 2010-08-31 |
| US20030147934A1 (en) | 2003-08-07 |
| JP2005517062A (ja) | 2005-06-09 |
| JP4452507B2 (ja) | 2010-04-21 |
| DE60316115T3 (de) | 2014-01-16 |
| DE60316115T2 (de) | 2008-06-05 |
| EP1472301A1 (en) | 2004-11-03 |
| CA2475266A1 (en) | 2003-08-14 |
| AU2003207416A1 (en) | 2003-09-02 |
| AU2003207416B2 (en) | 2007-07-19 |
| DE60316115D1 (de) | 2007-10-18 |
| CN100462387C (zh) | 2009-02-18 |
| EP1334990A1 (en) | 2003-08-13 |
| CN1701083A (zh) | 2005-11-23 |
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