US5319059A
Expired / Lapsed
US
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Plastic X-ray contrast material
Assignee: JECK JULIANE
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Filing: 1992-04-10
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Granted: 1994-06-07
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Expires: 2012-04-10
Abstract
Abstract A material of polyurethane with covalently linked X-ray contrast material, where the polyurethane is biocompatible, stable or also biodegradable in an appropriate environment, as well as X-ray contrasting.
Inventors
- 👤 Peter Neuenschwander
- 👤 Falah Redha
- 👤 Ulrich W. Suter
- 👤 Georg Uhlschmid
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 11:21
CPC Classifications
A; A61; A61K; A61K49/00; A61K49/04; A61K49/0433; A61K49/0442
Claims Analysis
Total Claims: 23
Claim 1
Independent Claim
32 words
In a material of polyurethane to which an X-ray contrast material is covalently bonded, forming a plastic, the improvement comprising: the polyurethane being biocompatible, one of stable and biodegradable, and X-ray contrasting.
Claim 2
Dependent Claim
32 words
In a material of polyurethane to which an X-ray contrast material is covalently bonded, forming a plastic, the improvement comprising: the polyurethane being biocompatible, one of stable and biodegradable, and X-ray contrasting.
Claim 3
Dependent Claim
20 words
A material in accordance with claim 1, wherein the plastic is soluble in one of non-toxic and weakly toxic solvents.
Claim 4
Dependent Claim
16 words
A material in accordance with claim 1, wherein the plastic is insoluble in an aqueous environment.
Claim 5
Dependent Claim
16 words
A material in accordance with claim 1, wherein the plastic is one of solid and viscoelastic.
Claim 6
Dependent Claim
57 words
A material in accordance with claim 1, wherein one of two precursor compounds for forming said polyurethane is at least partially replaced by a compound selected from the group consisting of a glycerine monoester of diatrizoic acid (1), a glycerine monoester of a triiodobenzoic acid derivative (2, 3, 4, 5) and an iodinated pyridon-4 derivative (6): ##STR4##
Claim 7
Dependent Claim
89 words
A material in accordance with claim 1, wherein at least one diol selected from the group consisting of: a. Bi-valent alcohols of the type HO--(CH.sub.2).sub.n OH n=2-12 b. Polyether diols of the type ##STR5## c. Polyester diols on the basis of I. Adipic acid/ethylene glycol-co-propylene glycol Adipic acid/ethylene glycol Adipic acid/propylene glycol II. Polyglycol diol and polyglycol-co-lactide-diol IV. Poly-3-hydroxy-butyric acid diol and poly-3-hydroxy-butyric acid-co-3-hydroxy valeric acid diol V. Poly-3-hydroxy valeric acid diol VI. Poly-caprolactone diol VII. De-polymerized cellulose VIII. De-polymerized cellulose acetate is used as a co-condensible diol compound.
Claim 8
Dependent Claim
54 words
A material in accordance with claim 6, wherein the polyester diols on the basis of II, IV and V are produced by transesterification of higher-molecular polyesters with ethylene glycol, diethylene glycol and triethylene glycol with simultaneous cleavage into a plurality of macro-diols having a mean molecular weight between about M n 500 and 10000.
Claim 9
Dependent Claim
33 words
A material in accordance with claim 1, wherein a diisocyanate is selected from the group consisting of: 1. 5-isocyanato-1-(isocyanatomethyl)-1,3,3-trimethylcyclohexane (isophorone diisocyanate) (IDPI) 2. 1,3-bis(1-isocyanato-1-methyl)-benzene (TMXDI) 3. Hexamathylene diisocyanate (HDI) 4. 2,2,4-trimethyl-hexamethylene diisocyanate (THDI).
Claim 10
Dependent Claim
40 words
A material in accordance with claim 1, wherein condensation of the compounds occurs in a solution in a mixture of dioxane/dimethylformamide with a mixing ratio between 1:1 to 20:1 at a temperature between about 40° C. and about 100° C.
Claim 11
Dependent Claim
18 words
A material in accordance with claim 1, wherein isolation of the polymers is accomplished by precipitation in water.
Claim 12
Dependent Claim
21 words
A material in accordance with claim 1, wherein purification is accomplished by repeated dissolution of the polymer and precipitation in water.
Claim 13
Dependent Claim
21 words
A material in accordance with claim 1, wherein said polymer is represented by the formula: ##STR6## where x≧1, y≦1000 and 1≦n≦50.
Claim 14
Dependent Claim
16 words
A material in accordance with claim 2, wherein the plastic is insoluble in an aqueous environment.
Claim 15
Dependent Claim
16 words
A material in accordance with claim 13, wherein the plastic is one of solid and viscoelastic.
Claim 16
Dependent Claim
57 words
A material in accordance with claim 14, wherein one of two precursor compounds for forming said polyurethane is at least partially replaced by a compound selected from the group consisting of a glycerine monoester of diatrizoic acid (1), a glycerine monoester of a triiodobenzoic acid derivative (2, 3, 4, 5) and an iodinated pyridon-4 derivative (6): ##STR7##
Claim 17
Dependent Claim
89 words
A material in accordance with claim 15, wherein at least one diol selected from the group consisting of: a. Bi-valent alcohols of the type HO--(CH.sub.2).sub.n OH n=2-12 b. Polyether diols of the type ##STR8## c. Polyester diols on the basis of I. Adipic acid/ethylene glycol-co-propylene glycol Adipic acid/ethylene glycol Adipic acid/propylene glycol II. Polyglycol diol and polyglycol-co-lactide-diol IV. Poly-3-hydroxy-butyric acid diol and poly-3-hydroxy-butyric acid-co-3-hydroxy valeric acid diol V. Poly-3-hydroxy valeric acid diol VI. Poly-caprolactone diol VII. De-polymerized cellulose VIII. De-polymerized cellulose acetate is used as a co-condensible diol compound.
Claim 18
Dependent Claim
53 words
A material in accordance with claim 16, wherein the polyester diols on the basis of II, IV and V are produced by transesterification of higher-molecular polyesters with ethylene glycol, diethylene glycol and triethylene glycol with simultaneous cleavage into a plurality of macro-diols having a mean molecular weight between M n 500 and 10000.
Claim 19
Dependent Claim
33 words
A material in accordance with claim 17, wherein a diisocyanate is selected from the group consisting of: 1. 5-isocyanato-1-(isocyanatomethyl)-1,3,3-trimethylcyclohexane (isophorone diisocyanate) (IDPI) 2. 1,3-bis(1-isocyanato-1-methyl)-benzene (TMXDI) 3. Hexamathylene diisocyanate (HDI) 4. 2,2,4-trimethyl-hexamethylene diisocyanate (THDI)
Claim 20
Dependent Claim
40 words
A material in accordance with claim 18, wherein condensation of the compounds occurs in a solution in a mixture of dioxane/dimethylformamide with a mixing ratio between 1:1 to 20:1 at a temperature between about 40° C. and about 100° C.
Claim 21
Dependent Claim
18 words
A material in accordance with claim 19, wherein isolation of the polymers is accomplished by precipitation in water.
Claim 22
Dependent Claim
21 words
A material in accordance with claim 20 wherein purification is accomplished by repeated dissolution of the polymer and precipitation in water.
Claim 23
Dependent Claim
21 words
A material in accordance with claim 21, wherein said polymer is represented by the formula: ##STR9## where x≧1, y≦1000 and 1≦n≦50.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1997-06-06 | 1997-12-06 | 1998-06-07 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2001-06-06 | 2001-12-06 | 2002-06-07 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2005-06-06 | 2005-12-06 | 2006-06-07 | $7700.00 | Window Closed / Lapsed |