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US4882392A Expired / Lapsed US ⏱️ 0.0 years remaining

Novel radiopaque heavy metal polymer complexes, compositions of matter and articles prepared therefrom

Assignee: Research Foundation of the State University of New York
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Filing: 1988-11-18
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Granted: 1989-11-21
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Expires: 2008-11-18
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Abstract

Abstract Novel radiopaque materials comprise heavy metal salts, such as bismuth and uranium salts complexed with a polymer. The metallic complexes which are permanent, nonleachable and have radiopacities at least equivalent to that of aluminum do not adversely affect the mechanical and physical properties of compositions. They are useful as medical and dental resins, in fabricating medical and dental appliances, prosthetic devices, radiation shielding devices and radiopaque polyester fabrics for clothing.

Inventors

  • 👤 Johannes Smid
  • 👤 Israel Cabasso
  • 👤 Alan Obligin
  • 👤 H. Ralph Rawls

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 00:14
CPC Classifications
A; A61; A61K; A61K49/00; A61K49/04; A61K6/00; A61K6/80; A61K6/884; A61K6/887; A61L; A61L27/00; A61L27/50; A61L29/00; A61L29/14; A61L29/18; C; C08; C08F; C08F2/00; C08F2/44; A61F; A61F2250/00; A61F2250/0058; A61F2250/0096; A61F2250/0098

Claims Analysis

Total Claims: 23
Claim 1
Independent Claim 82 words
A composition comprising a radiopaque polymer, said polymer derived from a heavy metal Lewis acid radiopacifying salt and at least one Lewis base monomer selected from the group consisting of alkyl and vinyl alkyl ketones, alkyl and aryl esters of unsaturated carboxylic acids, invyl esters of carboxylic acids, celulose esters of carboxylic acids, linear and crosslinked polyesters, said salt being molecularly bound to said polymer to form a clear, homogeneous, substantially nonleachable material, said composition being subsantially free of unbound radiopacifying salt.
Claim 2
Dependent Claim 82 words
A composition comprising a radiopaque polymer, said polymer derived from a heavy metal Lewis acid radiopacifying salt and at least one Lewis base monomer selected from the group consisting of alkyl and vinyl alkyl ketones, alkyl and aryl esters of unsaturated carboxylic acids, invyl esters of carboxylic acids, celulose esters of carboxylic acids, linear and crosslinked polyesters, said salt being molecularly bound to said polymer to form a clear, homogeneous, substantially nonleachable material, said composition being subsantially free of unbound radiopacifying salt.
Claim 3
Dependent Claim 37 words
The composition of claim 1 wherein the radiopacifying salt is a compound comprising a cation selected from heavy metals having atomic numbers of 57 to 92 and an anion capable of solubilizing the salt into the polymer.
Claim 4
Dependent Claim 35 words
The composition of claim 2 wherein the cation of the radiopacifying salt is a heavy metal having an atomic number from 78 to 92 and the anion is bromide, nitrate or a carboxylic acid salt.
Claim 5
Dependent Claim 24 words
The composition of claim 3 wherein the cation of the radiopacifying salt is bismuth or uranyl and the anion is bromide, nitrate or acetate.
Claim 6
Dependent Claim 19 words
The composition of claim 3 wherein the radiopacifying salt is bismuth tribromide, uranyl nitrate, uranyl acetate or uranyl bromide.
Claim 7
Dependent Claim 167 words
A composition comprising a radiopaque polymer, said polymer derived from a Lewis acid radiopacifying salt comprising a heavy metal having an atomic number from 57 to 92 and at least one Lewis base monomer selected from the group consisting of alkyl esters of unsaturated mono and dicarboxylic acids, vinyl esters of aliphatic and aromatic monocarboxylic acids and esters of the formula: ##STR2## wherein R is aryl or (CH 2 ) y wherein y is an integer of 1 to 10, R 1 is aryl, substituted aryl or (CH 2 ) x wherein x is an integer of 1 to 6 and n is an integer of 2 to 5000, said radiopacifying salt being present in an amount sufficient to impart a radiopacity to the polymer which is at least equivalent to that of aluminum and which will also dissolve in the monomer, said salt being molecularly bound to said polymer to form a clear, homogeneous, substantially nonleachable material, said composition being substantially free of unbound radiopacifying salt.
Claim 8
Dependent Claim 167 words
A composition comprising a radiopaque polymer, said polymer derived from a Lewis acid radiopacifying salt comprising a heavy metal having an atomic number from 57 to 92 and at least one Lewis base monomer selected from the group consisting of alkyl esters of unsaturated mono and dicarboxylic acids, vinyl esters of aliphatic and aromatic monocarboxylic acids and esters of the formula: ##STR2## wherein R is aryl or (CH 2 ) y wherein y is an integer of 1 to 10, R 1 is aryl, substituted aryl or (CH 2 ) x wherein x is an integer of 1 to 6 and n is an integer of 2 to 5000, said radiopacifying salt being present in an amount sufficient to impart a radiopacity to the polymer which is at least equivalent to that of aluminum and which will also dissolve in the monomer, said salt being molecularly bound to said polymer to form a clear, homogeneous, substantially nonleachable material, said composition being substantially free of unbound radiopacifying salt.
Claim 9
Dependent Claim 50 words
The composition of claim 6 wherein the radiopacifying salt comprises a heavy metal having an atomic number of 78 of 92 and the polymer comprises at least one monomer which is an alkyl ester of an acid selected from the group consisting of acrylic acid, emthacrylic acid and ethacrylic acid.
Claim 10
Dependent Claim 40 words
The composition of claim 7 wherein the radiopacifying salt is a halide, nitrate or carboxylic acid salt of bismuth or uranium and the monomer is methyl acrylate, ethyl acrylate, butyl acrylate, methyl methacrylate, ethyl methacrylate, butyl methacrylate or 2-ethylhexyl methacrylate.
Claim 11
Dependent Claim 19 words
The composition of claim 8 wherein the radiopacifying salt is uranyl nitrate, uranyl acetate, uranyl bromide or uranyl fluoride.
Claim 12
Dependent Claim 12 words
The composition of claim 8 wherein the radiopacifying salt is bismuth tribromide.
Claim 13
Dependent Claim 51 words
The composition of claim 6 wherein the radiopacifying salt comprises a heavy metal having an atomic number of 78 to 92 and the polymer comprises at least one monomer which is an alkyl ester of a dicarboxylic acid selected from the group consisting of maleic acid, fumaric acid and itaconic acid.
Claim 14
Dependent Claim 46 words
The composition of claim 6 wherein the radiopacifying salt comprises a heavy metal having an atomic number of 78 to 92 and the polymer comprises at least one monomer which is a vinyl ester of acetic acid, propionic acid, lauric acid, caproic acid or benzoic acid.
Claim 15
Dependent Claim 63 words
The radiopaque polymer complex of claim 6 wherein the radiopacifying salt comprises a heavy metal having an atomic number of 78 to 92 and the polymer comprises at least one monomer according to the compound of the formula (I) wherein R is C 6 H 4 and R 1 is CH 2 , x is 1 and n is between 2 and 5,000.
Claim 16
Dependent Claim 13 words
The radiopaque polymer complex of claim 13 wherein the polymer is polyethylene terephthalate.
Claim 17
Dependent Claim 61 words
The composition of claim 6 wherein the radiopacifying salt comprises a heavy metal having an atomic number of 78 to 92 and the polymer comprises at least one monomer according to the compound of the formula (I) wherein R is C 6 H 4 and R 1 is CH 2 , x is 1 and n is between 2 and 5,000.
Claim 18
Dependent Claim 9 words
A biomedical resin comprising the composition of claim 1.
Claim 19
Dependent Claim 9 words
A biomedical resin comprising the composition of claim 3.
Claim 20
Dependent Claim 9 words
A biomedical resin comprising the composition of claim 5.
Claim 21
Dependent Claim 9 words
A biomedical resin comprising the composition of claim 6.
Claim 22
Dependent Claim 9 words
A biomedical resin comprising the composition of claim 7.
Claim 23
Dependent Claim 9 words
A biomedical resin comprising the composition of claim 10.

References Cited (Backward Citations)

JPS5557200A Cited
JPS5635098A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1992-11-20 1993-05-22 1993-11-21 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1996-11-20 1997-05-22 1997-11-21 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2000-11-20 2001-05-22 2001-11-21 $7700.00 Window Closed / Lapsed

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