IE40657L - 1,4-dioxane - 2, 5 - diones , polymers thereof and¹surgical sutures produced from such polymers - Google Patents
1,4-dioxane - 2, 5 - diones , polymers thereof and¹surgical sutures produced from such polymersInfo
- Publication number
- IE40657L IE40657L IE742680A IE268074A IE40657L IE 40657 L IE40657 L IE 40657L IE 742680 A IE742680 A IE 742680A IE 268074 A IE268074 A IE 268074A IE 40657 L IE40657 L IE 40657L
- Authority
- IE
- Ireland
- Prior art keywords
- diones
- dioxane
- polymers
- alpha
- formula
- Prior art date
Links
- RKDVKSZUMVYZHH-UHFFFAOYSA-N 1,4-dioxane-2,5-dione Chemical class O=C1COC(=O)CO1 RKDVKSZUMVYZHH-UHFFFAOYSA-N 0.000 title abstract 4
- 229920000642 polymer Polymers 0.000 title abstract 4
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 abstract 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 abstract 2
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- VXUYXOFXAQZZMF-UHFFFAOYSA-N titanium(IV) isopropoxide Chemical compound CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 abstract 2
- JJTUDXZGHPGLLC-IMJSIDKUSA-N 4511-42-6 Chemical compound C[C@@H]1OC(=O)[C@H](C)OC1=O JJTUDXZGHPGLLC-IMJSIDKUSA-N 0.000 abstract 1
- 241000124008 Mammalia Species 0.000 abstract 1
- 229920001244 Poly(D,L-lactide) Polymers 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 230000002378 acidificating effect Effects 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000001589 carboacyl group Chemical group 0.000 abstract 1
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 abstract 1
- 229920001577 copolymer Polymers 0.000 abstract 1
- 125000001475 halogen functional group Chemical group 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 229920001519 homopolymer Polymers 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 229940074731 ophthalmologic surgical aids Drugs 0.000 abstract 1
- 238000009877 rendering Methods 0.000 abstract 1
- 239000004408 titanium dioxide Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D319/10—1,4-Dioxanes; Hydrogenated 1,4-dioxanes
- C07D319/12—1,4-Dioxanes; Hydrogenated 1,4-dioxanes not condensed with other rings
-
- 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
- A61L17/00—Materials for surgical sutures or for ligaturing blood vessels ; Materials for prostheses or catheters
- A61L17/06—At least partially resorbable materials
- A61L17/10—At least partially resorbable materials containing macromolecular materials
- A61L17/105—Polyesters not covered by A61L17/12
-
- 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
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Epidemiology (AREA)
- Medicinal Chemistry (AREA)
- Vascular Medicine (AREA)
- Materials Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Surgery (AREA)
- Polymers & Plastics (AREA)
- Materials For Medical Uses (AREA)
- Polyesters Or Polycarbonates (AREA)
- Biological Depolymerization Polymers (AREA)
- Medicinal Preparation (AREA)
- Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
- Dental Preparations (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The 1,4-dioxane-2,5-diones conform to the formula <IMAGE> in which R1, R2, R3 and R4 are as defined in Claim 1. They are prepared by a1) reacting an alpha -halo-, alpha -(lower alkanoyl)oxy- or alpha -(lower alkyl)sulphonyloxyacetic acid which is appropriately substituted by R1 and R2 with an alpha -hydroxyacetic acid which is appropriately substituted by R3 and R4 in the presence of a strongly acidic catalyst, or a2) reacting monochloroacetic acid with L-lactide or poly-(D,L-lactic acid) in the presence of antimony trioxide, titanium dioxide or tetraisopropyl titanate, b) rendering the resultant product alkaline, and c) cyclising the product. The homopolymers and copolymers of the 1,4-dioxane-2,5-diones of the formula I are compatible with living human and mammal tissue, can be used surgically and are biodegradable to give tissue-compatible components which are absorbed by living tissues. At least 2% by weight of the 1,4-dioxane-2,5-diones are copolymerised with compounds of the formula <IMAGE> in which R5, R6, R7 and R8 are as defined in Claim 6, by heating in the presence of a catalyst, giving polymers which contain at least 2% by weight of copolymerised compounds of the formula I. The polymers can be used for the production of shaped surgical aids which can be absorbed by living tissue.
[GB1494781A]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US43536574A | 1974-01-21 | 1974-01-21 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE40657L true IE40657L (en) | 1975-07-21 |
| IE40657B1 IE40657B1 (en) | 1979-07-18 |
Family
ID=23728099
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE2680/74A IE40657B1 (en) | 1974-01-21 | 1974-12-31 | Unsymmetrically substituted 1,4-dioxane-2,5-diones |
Country Status (22)
| Country | Link |
|---|---|
| JP (1) | JPS50101367A (en) |
| AR (1) | AR205454A1 (en) |
| AT (1) | AT339902B (en) |
| BE (1) | BE824535A (en) |
| CA (1) | CA1052046A (en) |
| CH (1) | CH616417A5 (en) |
| CS (1) | CS196258B2 (en) |
| DD (1) | DD119259A5 (en) |
| DE (1) | DE2501448A1 (en) |
| DK (1) | DK15275A (en) |
| FR (1) | FR2279745A1 (en) |
| GB (1) | GB1494781A (en) |
| HU (1) | HU173692B (en) |
| IE (1) | IE40657B1 (en) |
| IN (1) | IN141151B (en) |
| IT (1) | IT1044114B (en) |
| NL (1) | NL7500689A (en) |
| PH (1) | PH12680A (en) |
| PL (1) | PL101805B1 (en) |
| RO (1) | RO70688A (en) |
| SE (1) | SE7500594L (en) |
| ZA (1) | ZA7538B (en) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS56157422A (en) * | 1980-05-07 | 1981-12-04 | Mitsui Toatsu Chem Inc | Acetylated polyglycolic acid and preparation thereof |
| EP0264926B1 (en) * | 1986-10-24 | 1992-04-08 | Boehringer Ingelheim Kg | Process for the preparation and purification of thermally instable compounds |
| WO1988010260A1 (en) * | 1987-06-16 | 1988-12-29 | Boehringer Ingelheim Kg | ''meso-lactide'' and process for manufacturing it |
| EP0339882A1 (en) * | 1988-04-27 | 1989-11-02 | MITSUI TOATSU CHEMICALS, Inc. | Process for the production of lactide |
| DE4321355A1 (en) * | 1993-06-26 | 1995-01-05 | Basf Ag | Polylactide with long chain branches |
| DE4440095A1 (en) * | 1994-11-10 | 1996-05-15 | Braun B Surgical Gmbh | Surgical sutures, their use in surgery, and methods of making them |
| ATE212062T1 (en) | 1996-02-08 | 2002-02-15 | Oekologische Technologie Und S | METHOD FOR PRODUCING ORGANIC AMINIUM LACTATES AND THE USE THEREOF FOR PRODUCING DILACTIDE |
| FR2873371B1 (en) * | 2004-07-26 | 2008-07-04 | Sod Conseils Rech Applic | NEW METHOD OF SYNTHESIS OF 2,5 DIOXANE 1,4 DIONES |
| WO2007133783A1 (en) * | 2006-05-15 | 2007-11-22 | Tyco Healthcare Group Lp | Halogenated cyclic lactones and polymers made therefrom |
| DK3392252T3 (en) | 2011-08-23 | 2024-01-08 | Libertas Bio Inc | PYRIMIDO-PYRIDAZINONE COMPOUNDS AND THEIR USE |
| HRP20181671T1 (en) | 2012-02-09 | 2018-12-14 | Novus International, Inc. | HETEROATOM CONTAINING CYCLIC DIMERS |
-
1974
- 1974-12-24 CA CA216,765A patent/CA1052046A/en not_active Expired
- 1974-12-31 IE IE2680/74A patent/IE40657B1/en unknown
-
1975
- 1975-01-01 AR AR257269A patent/AR205454A1/en active
- 1975-01-02 ZA ZA00750038A patent/ZA7538B/en unknown
- 1975-01-03 IN IN23/CAL/1975A patent/IN141151B/en unknown
- 1975-01-09 GB GB1003/75A patent/GB1494781A/en not_active Expired
- 1975-01-10 PH PH16698A patent/PH12680A/en unknown
- 1975-01-13 RO RO7581101A patent/RO70688A/en unknown
- 1975-01-14 CS CS75253A patent/CS196258B2/en unknown
- 1975-01-15 DE DE19752501448 patent/DE2501448A1/en not_active Withdrawn
- 1975-01-20 HU HU75AE436A patent/HU173692B/en unknown
- 1975-01-20 PL PL1975177442A patent/PL101805B1/en unknown
- 1975-01-20 CH CH61375A patent/CH616417A5/en not_active IP Right Cessation
- 1975-01-20 SE SE7500594A patent/SE7500594L/xx unknown
- 1975-01-20 AT AT39075A patent/AT339902B/en not_active IP Right Cessation
- 1975-01-20 DD DD183736A patent/DD119259A5/xx unknown
- 1975-01-20 IT IT47760/75A patent/IT1044114B/en active
- 1975-01-20 BE BE152494A patent/BE824535A/en unknown
- 1975-01-20 DK DK15275*BA patent/DK15275A/da not_active Application Discontinuation
- 1975-01-21 NL NL7500689A patent/NL7500689A/en not_active Application Discontinuation
- 1975-01-21 FR FR7501823A patent/FR2279745A1/en active Granted
- 1975-01-21 JP JP50008413A patent/JPS50101367A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| BE824535A (en) | 1975-07-22 |
| DK15275A (en) | 1975-09-15 |
| DE2501448A1 (en) | 1975-07-24 |
| IE40657B1 (en) | 1979-07-18 |
| AU7708575A (en) | 1976-07-08 |
| FR2279745A1 (en) | 1976-02-20 |
| GB1494781A (en) | 1977-12-14 |
| JPS50101367A (en) | 1975-08-11 |
| RO70688A (en) | 1982-05-10 |
| ZA7538B (en) | 1976-01-28 |
| CS196258B2 (en) | 1980-03-31 |
| PH12680A (en) | 1979-07-18 |
| ATA39075A (en) | 1977-03-15 |
| NL7500689A (en) | 1975-07-23 |
| IT1044114B (en) | 1980-03-20 |
| AR205454A1 (en) | 1976-05-07 |
| IN141151B (en) | 1977-01-22 |
| AT339902B (en) | 1977-11-10 |
| PL101805B1 (en) | 1979-02-28 |
| CH616417A5 (en) | 1980-03-31 |
| CA1052046A (en) | 1979-04-03 |
| DD119259A5 (en) | 1976-04-12 |
| FR2279745B1 (en) | 1978-02-24 |
| HU173692B (en) | 1979-07-28 |
| SE7500594L (en) | 1975-07-22 |
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