EP0579683A1 - Material - Google Patents
MaterialInfo
- Publication number
- EP0579683A1 EP0579683A1 EP92908385A EP92908385A EP0579683A1 EP 0579683 A1 EP0579683 A1 EP 0579683A1 EP 92908385 A EP92908385 A EP 92908385A EP 92908385 A EP92908385 A EP 92908385A EP 0579683 A1 EP0579683 A1 EP 0579683A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- material according
- diol
- glycol
- acid
- polyurethane
- 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.)
- Ceased
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K49/00—Preparations for testing in vivo
- A61K49/04—X-ray contrast preparations
- A61K49/0433—X-ray contrast preparations containing an organic halogenated X-ray contrast-enhancing agent
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K49/00—Preparations for testing in vivo
- A61K49/04—X-ray contrast preparations
- A61K49/0433—X-ray contrast preparations containing an organic halogenated X-ray contrast-enhancing agent
- A61K49/0442—Polymeric X-ray contrast-enhancing agent comprising a halogenated group
Definitions
- plastics in industry, agriculture, medicine or other fields of application are often associated with the question of the ability to be localized and the material being tested during its use.
- the implanted or applied plastics not only have to be securely localizable, but also have the property that they can be removed from the human or animal body after a certain time. The removal usually requires further (surgical) intervention.
- Plastics which are easy to locate are known, but are chemically stable and can therefore only be removed from the human body by a surgical procedure.
- plastics are known that dissolve after a certain time when they have fulfilled their task. However, the latter plastics cannot be easily located.
- the object of the invention is to create a material which, on the one hand, can be localized with high accuracy and, on the other hand, can also be degraded in the human or animal body.
- radiopaque polyurethanes are particularly well suited for the tasks described above.
- X-ray-tight polyurethanes are particularly suitable for the production of temporary or permanent polyurethane applications in connection with X-ray identification.
- the polyurethane In the solid aggregate state, devices, structures, films, foils, tubes, hoses, screws, rods or other three-dimensional elements are seared from the polyurethanes to make compact or hollow structures, and the polyurethane is also used for coatings on structures, insulation, seals and suitable as a drug carrier.
- the polyurethane can used to fill empty or filled biological or technical cavities for therapeutic and / or diagnostic, medical or technical purposes.
- the polyurethane can be used to coat structures for the additional purpose of X-ray identification.
- the polyurethane can also be used in the form of sprays, dispersions or as dispersants. Workpieces can be coated with this polyurethane, and topical application is not excluded. Thereby solidification takes place with external energy.
- the plastic to be used has some special properties, such as. E.g .: a) Biocompatibility
- b) be soluble in non-toxic or only slightly toxic solvents, such as alcohol, dimethyl sulfoxide, DMI or mixtures thereof
- c) be insoluble in an aqueous environment (water, blood, etc.)
- polyurethanes are suitable in which one of their two basic components, here the diol component, is wholly or partly by the glyceryl monoester (1) of a triiodobenzoic acid derivative (2, 3, 4, 5) or a pyridone-4 derivative, for example iopydol (6) , is replaced.
- polyester diols based on II-V are produced by reversing the corresponding higher molecular weight polyesters with ethylene glycol, diaethylene glycol and triaethylene glycol with simultaneous cleavage to macrodiols with average molecular weights between M n 500 and 10,000.
- TMDI 2,2,4-trimethylhexamethylene diisocyanate
- the condensation of the components takes place in solution in a mixture of dioxane / dimethylformamide with a mixing ratio between 1: 1 to 20: 1 at temperatures between 40 ° and 100 ° with or without a catalyst.
- the polymers are isolated by precipitation in water.
- the cleaning is done by repeatedly dissolving the polymer and precipitating in water.
- polymer made from the components described above can be illustrated by the following formula:
Abstract
La présente invention se rapporte à un matériau en polyuréthanne comportant des substances de contraste à liaison covalente pour la radiographie, le polyuréthanne étant biocompatible, stable, ou bien, dans un milieu adéquat, également biodégradable, ainsi que contrastant en radiographie.The present invention relates to a polyurethane material comprising covalently bonded contrast substances for radiography, the polyurethane being biocompatible, stable, or else, in a suitable medium, also biodegradable, as well as contrasting in radiography.
Description
Claims
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE4111914A DE4111914A1 (en) | 1991-04-12 | 1991-04-12 | MATERIAL |
DE4111914 | 1991-04-12 |
Publications (1)
Publication Number | Publication Date |
---|---|
EP0579683A1 true EP0579683A1 (en) | 1994-01-26 |
Family
ID=6429413
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP92908385A Ceased EP0579683A1 (en) | 1991-04-12 | 1992-04-10 | Material |
Country Status (5)
Country | Link |
---|---|
US (1) | US5319059A (en) |
EP (1) | EP0579683A1 (en) |
JP (1) | JPH06506494A (en) |
DE (1) | DE4111914A1 (en) |
WO (1) | WO1992018167A1 (en) |
Families Citing this family (23)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE4419386C2 (en) | 1994-05-30 | 1996-09-19 | Ivoclar Ag | X-ray opaque esters and amides of iodine-substituted benzoic acid and their use in the production of dental materials |
DE69510460T2 (en) * | 1994-09-22 | 2000-01-13 | Guerbet Villepinte | IODO COMPOUNDS, THEIR PRODUCTION AND USE AS CONTRAST AGENTS FOR X-RAY RADIOLOGY |
DE69510527T2 (en) * | 1994-09-22 | 2000-01-27 | Guerbet Villepinte | IODO DERIVATIVES THEIR PRODUCTION AND USE AS CONTRAST FOR X-RAY RADIOLOGY |
US5711958A (en) * | 1996-07-11 | 1998-01-27 | Life Medical Sciences, Inc. | Methods for reducing or eliminating post-surgical adhesion formation |
US6696499B1 (en) * | 1996-07-11 | 2004-02-24 | Life Medical Sciences, Inc. | Methods and compositions for reducing or eliminating post-surgical adhesion formation |
US6426145B1 (en) | 1999-05-20 | 2002-07-30 | Scimed Life Systems, Inc. | Radiopaque compositions for visualization of medical devices |
US6599448B1 (en) * | 2000-05-10 | 2003-07-29 | Hydromer, Inc. | Radio-opaque polymeric compositions |
US8088158B2 (en) | 2002-12-20 | 2012-01-03 | Boston Scientific Scimed, Inc. | Radiopaque ePTFE medical devices |
WO2006026725A2 (en) | 2004-08-31 | 2006-03-09 | C.R. Bard, Inc. | Self-sealing ptfe graft with kink resistance |
JP2008522747A (en) * | 2004-12-08 | 2008-07-03 | クック・インコーポレイテッド | Medical devices coated with contrast media |
CA2610896C (en) | 2005-06-17 | 2014-07-08 | C.R. Bard, Inc. | Vascular graft with kink resistance after clamping |
JP5280852B2 (en) | 2005-11-09 | 2013-09-04 | シー・アール・バード・インコーポレーテッド | Grafts and stent grafts with radiopaque markers |
CA2626601A1 (en) * | 2005-11-09 | 2007-05-18 | C.R. Bard Inc. | Grafts and stent grafts having a radiopaque beading |
EP2079575B1 (en) * | 2006-10-12 | 2021-06-02 | C.R. Bard, Inc. | Methods for making vascular grafts with multiple channels |
GB0725070D0 (en) * | 2007-12-21 | 2008-01-30 | Iopharma Technologies Ab | Product |
JP5388455B2 (en) * | 2008-01-28 | 2014-01-15 | 株式会社グツドマン | Radiopaque biodegradable material and medical device using the same |
JP2010024257A (en) * | 2008-07-15 | 2010-02-04 | Fujifilm Corp | Biocompatible polymeric compound, biocompatible polymer, and polymer particle |
US8808357B2 (en) * | 2010-04-06 | 2014-08-19 | Poly-Med, Inc. | Radiopaque iodinated and iodide-containing crystalline absorbable aliphatic polymeric materials and applications thereof |
DE102015220373A1 (en) | 2014-10-23 | 2016-04-28 | Voco Gmbh | Hardenable dental material |
WO2018065444A1 (en) | 2016-10-04 | 2018-04-12 | Cedar Advanced Technology Group Ltd. | Laminary material for preventing post-surgical adhesions |
US11407851B2 (en) | 2016-12-02 | 2022-08-09 | The Texas A&M University System | Chemically modified shape memory polymer embolic foams with increased X-ray visualization |
US11597792B2 (en) * | 2017-10-30 | 2023-03-07 | The Texas A&M University System | Radiopaque thermoplastic polymer |
EP4213903A1 (en) * | 2020-09-16 | 2023-07-26 | Said Farha | System and method for integrated blood vessel embolization and localized drug delivery |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3733397A (en) * | 1966-12-02 | 1973-05-15 | Pharmacia Ab | Method for the x-ray visualization of body cavities and a preparation for carrying out the method |
US4406878A (en) * | 1978-08-02 | 1983-09-27 | Eastman Kodak Company | Iodinated contrast agent for radiography |
US4282876A (en) * | 1979-05-18 | 1981-08-11 | Flynn Vincent J | Radiopaque polyurethane resin compositions |
US4283447A (en) * | 1979-05-18 | 1981-08-11 | Flynn Vincent J | Radiopaque polyurethane resin compositions |
EP0073765A1 (en) * | 1980-09-24 | 1983-03-16 | National Research Development Corporation | Radio-opaque material |
US4581390A (en) * | 1984-06-29 | 1986-04-08 | Flynn Vincent J | Catheters comprising radiopaque polyurethane-silicone network resin compositions |
DE3661200D1 (en) * | 1985-04-29 | 1988-12-22 | Dow Chemical Co | Radiopaque thermoset polymer |
US4722344A (en) * | 1986-05-23 | 1988-02-02 | Critikon, Inc. | Radiopaque polyurethanes and catheters formed therefrom |
FR2610935B1 (en) * | 1987-02-13 | 1989-09-01 | Guerbet Sa | IODINE POLYMERS, THEIR PREPARATION PROCESSES AND THEIR APPLICATIONS AS CONTRAST PRODUCTS |
IE70756B1 (en) * | 1990-04-11 | 1996-12-30 | Becton Dickinson Co | Radiopaque optically transparent medical tubing |
-
1991
- 1991-04-12 DE DE4111914A patent/DE4111914A1/en active Granted
-
1992
- 1992-04-10 WO PCT/DE1992/000294 patent/WO1992018167A1/en not_active Application Discontinuation
- 1992-04-10 EP EP92908385A patent/EP0579683A1/en not_active Ceased
- 1992-04-10 US US07/956,881 patent/US5319059A/en not_active Expired - Fee Related
- 1992-04-10 JP JP4507940A patent/JPH06506494A/en active Pending
Non-Patent Citations (1)
Title |
---|
See references of WO9218167A1 * |
Also Published As
Publication number | Publication date |
---|---|
JPH06506494A (en) | 1994-07-21 |
US5319059A (en) | 1994-06-07 |
DE4111914C2 (en) | 1993-04-22 |
DE4111914A1 (en) | 1992-10-15 |
WO1992018167A1 (en) | 1992-10-29 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): AT BE CH DE DK ES FR GB GR IT LI LU MC NL SE |
|
17P | Request for examination filed |
Effective date: 19930825 |
|
17Q | First examination report despatched |
Effective date: 19960402 |
|
RAP1 | Party data changed (applicant data changed or rights of an application transferred) |
Owner name: REDHA, FALAH Owner name: NEUENSCHWANDER, PETER Owner name: UHLSCHMID, GEORG K. Owner name: SUTER, ULRICH W. |
|
RIN1 | Information on inventor provided before grant (corrected) |
Inventor name: REDHA, FALAH Inventor name: NEUENSCHWANDER, PETER Inventor name: UHLSCHMID, GEORG K. Inventor name: SUTER, ULRICH W. |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE APPLICATION HAS BEEN REFUSED |
|
18R | Application refused |
Effective date: 20020225 |