ES2269789T3 - Material polimerico biodegradable para aplicaciones biomedicas. - Google Patents
Material polimerico biodegradable para aplicaciones biomedicas. Download PDFInfo
- Publication number
- ES2269789T3 ES2269789T3 ES02789018T ES02789018T ES2269789T3 ES 2269789 T3 ES2269789 T3 ES 2269789T3 ES 02789018 T ES02789018 T ES 02789018T ES 02789018 T ES02789018 T ES 02789018T ES 2269789 T3 ES2269789 T3 ES 2269789T3
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- Prior art keywords
- copolymer
- release
- medical device
- poly
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- 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
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- 239000000463 material Substances 0.000 title abstract description 46
- 229920002988 biodegradable polymer Polymers 0.000 title 1
- 239000004621 biodegradable polymer Substances 0.000 title 1
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- 238000002360 preparation method Methods 0.000 claims abstract description 7
- 230000017423 tissue regeneration Effects 0.000 claims abstract description 7
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- 238000013267 controlled drug release Methods 0.000 claims description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical group CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 claims description 2
- 125000005678 ethenylene group Chemical group [H]C([*:1])=C([H])[*:2] 0.000 claims description 2
- 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 claims description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 abstract description 16
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- 239000013543 active substance Substances 0.000 abstract description 12
- 229920006030 multiblock copolymer Polymers 0.000 abstract description 11
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- 239000000872 buffer Substances 0.000 description 4
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- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 4
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 4
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- 239000003981 vehicle Substances 0.000 description 4
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- 239000000654 additive Substances 0.000 description 3
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- 239000004005 microsphere Substances 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- 238000006467 substitution reaction Methods 0.000 description 3
- 238000005809 transesterification reaction Methods 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 2
- 238000005160 1H NMR spectroscopy Methods 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- 239000001361 adipic acid Substances 0.000 description 2
- 235000011037 adipic acid Nutrition 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 229940087168 alpha tocopherol Drugs 0.000 description 2
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 2
- 239000012620 biological material Substances 0.000 description 2
- 229920001400 block copolymer Polymers 0.000 description 2
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 2
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 2
- 125000002843 carboxylic acid group Chemical group 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
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- 150000001875 compounds Chemical class 0.000 description 2
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- LOKCTEFSRHRXRJ-UHFFFAOYSA-I dipotassium trisodium dihydrogen phosphate hydrogen phosphate dichloride Chemical compound P(=O)(O)(O)[O-].[K+].P(=O)(O)([O-])[O-].[Na+].[Na+].[Cl-].[K+].[Cl-].[Na+] LOKCTEFSRHRXRJ-UHFFFAOYSA-I 0.000 description 2
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- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
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- 238000006068 polycondensation reaction Methods 0.000 description 2
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- 239000004926 polymethyl methacrylate Substances 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- CIBMHJPPKCXONB-UHFFFAOYSA-N propane-2,2-diol Chemical compound CC(C)(O)O CIBMHJPPKCXONB-UHFFFAOYSA-N 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 230000003252 repetitive effect Effects 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
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- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 2
- 229960000984 tocofersolan Drugs 0.000 description 2
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- 239000002076 α-tocopherol Substances 0.000 description 2
- 235000004835 α-tocopherol Nutrition 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 101100283604 Caenorhabditis elegans pigk-1 gene Proteins 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 239000007836 KH2PO4 Substances 0.000 description 1
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- 239000003963 antioxidant agent Substances 0.000 description 1
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- YHWCPXVTRSHPNY-UHFFFAOYSA-N butan-1-olate;titanium(4+) Chemical group [Ti+4].CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-] YHWCPXVTRSHPNY-UHFFFAOYSA-N 0.000 description 1
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- 238000004090 dissolution Methods 0.000 description 1
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
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- 229910000402 monopotassium phosphate Inorganic materials 0.000 description 1
- 235000019796 monopotassium phosphate Nutrition 0.000 description 1
- 210000003205 muscle Anatomy 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
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- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
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- GNSKLFRGEWLPPA-UHFFFAOYSA-M potassium dihydrogen phosphate Chemical compound [K+].OP(O)([O-])=O GNSKLFRGEWLPPA-UHFFFAOYSA-M 0.000 description 1
- 125000006410 propenylene group Chemical group 0.000 description 1
- 230000000069 prophylactic effect Effects 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
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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
- C08G63/66—Polyesters containing oxygen in the form of ether groups
- C08G63/668—Polyesters containing oxygen in the form of ether groups derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/672—Dicarboxylic acids and dihydroxy compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/70—Web, sheet or filament bases ; Films; Fibres of the matrix type containing drug
- A61K9/7007—Drug-containing films, membranes or sheets
-
- 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
- C08G63/78—Preparation processes
- C08G63/82—Preparation processes characterised by the catalyst used
- C08G63/85—Germanium, tin, lead, arsenic, antimony, bismuth, titanium, zirconium, hafnium, vanadium, niobium, tantalum, or compounds thereof
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Transplantation (AREA)
- Polymers & Plastics (AREA)
- Surgery (AREA)
- Vascular Medicine (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Dermatology (AREA)
- Pharmacology & Pharmacy (AREA)
- Heart & Thoracic Surgery (AREA)
- Organic Chemistry (AREA)
- Polyesters Or Polycarbonates (AREA)
- Medicinal Preparation (AREA)
- Materials For Medical Uses (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP02075764 | 2002-02-26 | ||
| EP02075764 | 2002-02-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2269789T3 true ES2269789T3 (es) | 2007-04-01 |
Family
ID=27763399
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES02789018T Expired - Lifetime ES2269789T3 (es) | 2002-02-26 | 2002-12-17 | Material polimerico biodegradable para aplicaciones biomedicas. |
Country Status (11)
| Country | Link |
|---|---|
| US (2) | US20050063941A1 (https=) |
| EP (1) | EP1481017B8 (https=) |
| JP (1) | JP2005518469A (https=) |
| AT (1) | ATE335035T1 (https=) |
| AU (1) | AU2002353661A1 (https=) |
| CA (1) | CA2477288C (https=) |
| DE (1) | DE60213669T2 (https=) |
| DK (1) | DK1481017T3 (https=) |
| ES (1) | ES2269789T3 (https=) |
| PT (1) | PT1481017E (https=) |
| WO (1) | WO2003072631A1 (https=) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20030124367A1 (en) * | 2001-12-06 | 2003-07-03 | George Scott Ellery | Antistatic polyester-polyethylene glycol compositions |
| WO2006002366A2 (en) * | 2004-06-24 | 2006-01-05 | Surmodics, Inc. | Biodegradable ocular devices, methods and systems |
| WO2006002399A2 (en) * | 2004-06-24 | 2006-01-05 | Surmodics, Inc. | Biodegradable implantable medical devices, methods and systems |
| US9636109B2 (en) * | 2009-07-22 | 2017-05-02 | Wisconsin Alumni Research Foundation | Biologically active sutures for regenerative medicine |
| US10066204B2 (en) | 2013-03-15 | 2018-09-04 | Wisconsin Alumni Research Foundation | Chemically labile peptide-presenting surfaces for cellular self-assembly |
| CN109731146B (zh) * | 2018-12-21 | 2021-07-20 | 东华大学 | 一种改性聚对苯二甲酸丁二醇酯pbt补片及其制备和应用 |
| CN112080134B (zh) * | 2020-09-03 | 2022-07-08 | 苏州市雄林新材料科技有限公司 | 一种两亲性可生物降解的tpu薄膜及其制备方法 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3244011A1 (de) * | 1982-11-27 | 1984-05-30 | Cassella Ag, 6000 Frankfurt | In wasser dispergierbarer polyester, seine herstellung und verwendung als hydrophobierungsmittel |
| JPS60240725A (ja) * | 1984-05-15 | 1985-11-29 | Toray Ind Inc | 抗血栓性医療材料 |
| JPH082950B2 (ja) * | 1985-05-31 | 1996-01-17 | 株式会社クラレ | 共重合ポリエステルフイルム |
| DE4440837A1 (de) * | 1994-11-15 | 1996-05-23 | Basf Ag | Biologisch abbaubare Polymere, Verfahren zu deren Herstellung sowie deren Verwendung zur Herstellung bioabbaubarer Formkörper |
| US5980948A (en) * | 1996-08-16 | 1999-11-09 | Osteotech, Inc. | Polyetherester copolymers as drug delivery matrices |
| EP1203039A1 (en) * | 1999-08-09 | 2002-05-08 | E.I. Du Pont De Nemours And Company | Biodegradable oriented aromatic polyester film and method of manufacture |
| JP2001114912A (ja) * | 1999-08-09 | 2001-04-24 | Du Pont Kk | 芳香族ポリエステル延伸フィルムおよびその製造方法 |
-
2002
- 2002-12-17 DK DK02789018T patent/DK1481017T3/da active
- 2002-12-17 PT PT02789018T patent/PT1481017E/pt unknown
- 2002-12-17 AT AT02789018T patent/ATE335035T1/de not_active IP Right Cessation
- 2002-12-17 DE DE60213669T patent/DE60213669T2/de not_active Expired - Lifetime
- 2002-12-17 JP JP2003571332A patent/JP2005518469A/ja active Pending
- 2002-12-17 EP EP02789018A patent/EP1481017B8/en not_active Expired - Lifetime
- 2002-12-17 WO PCT/NL2002/000840 patent/WO2003072631A1/en not_active Ceased
- 2002-12-17 CA CA2477288A patent/CA2477288C/en not_active Expired - Fee Related
- 2002-12-17 ES ES02789018T patent/ES2269789T3/es not_active Expired - Lifetime
- 2002-12-17 AU AU2002353661A patent/AU2002353661A1/en not_active Abandoned
-
2004
- 2004-08-26 US US10/927,432 patent/US20050063941A1/en not_active Abandoned
-
2006
- 2006-03-23 US US11/387,402 patent/US20060258835A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| PT1481017E (pt) | 2006-12-29 |
| AU2002353661A1 (en) | 2003-09-09 |
| CA2477288C (en) | 2012-09-18 |
| DE60213669D1 (de) | 2006-09-14 |
| JP2005518469A (ja) | 2005-06-23 |
| ATE335035T1 (de) | 2006-08-15 |
| US20060258835A1 (en) | 2006-11-16 |
| EP1481017B1 (en) | 2006-08-02 |
| WO2003072631A1 (en) | 2003-09-04 |
| EP1481017B8 (en) | 2006-09-27 |
| EP1481017A1 (en) | 2004-12-01 |
| US20050063941A1 (en) | 2005-03-24 |
| CA2477288A1 (en) | 2003-09-04 |
| DE60213669T2 (de) | 2007-10-18 |
| DK1481017T3 (da) | 2006-11-20 |
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