US5024232A
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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: 1989-07-25
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Granted: 1991-06-18
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Expires: 2009-07-25
Abstract
Abstract Novel radiopaqaue materials comprise heavy metal salts, such as bismuth and uraniuim 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
2026-10-22 23:34
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
Claims Analysis
Total Claims: 30
Claim 1
Independent Claim
91 words
A medical device fabricated at least in part from 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, vinyl esters of carboxylic acids, cellulose 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 substantially free of unbound radiopacifying salt.
Claim 2
Dependent Claim
91 words
A medical device fabricated at least in part from 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, vinyl esters of carboxylic acids, cellulose 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 substantially free of unbound radiopacifying salt.
Claim 3
Dependent Claim
11 words
The medical device of claim 1 which is a prosthetic device.
Claim 4
Dependent Claim
11 words
The medical device of claim 1 which is a medical appliance.
Claim 5
Dependent Claim
10 words
The medical appliance of claim 3 which is a catheter.
Claim 6
Dependent Claim
19 words
The prosthetic device of claim 2 selected from the group consisting of bone implant, heart valve and blood vessel.
Claim 7
Dependent Claim
41 words
The medical device of claim 1 wherein the radiopacifying salt of the composition 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 8
Dependent Claim
14 words
The medical device of claim 6 wherein the cation of the salt is bismuth.
Claim 9
Dependent Claim
176 words
A medical device fabricated at least in part from 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 essentially free of unbound radiopacifying salt.
Claim 10
Dependent Claim
176 words
A medical device fabricated at least in part from 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 essentially free of unbound radiopacifying salt.
Claim 11
Dependent Claim
91 words
A dental device fabricated at least in part from 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, vinyl esters of carboxylic acids, cellulose 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 substantially free of unbound radiopacifying salt.
Claim 12
Dependent Claim
91 words
A dental device fabricated at least in part from 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, vinyl esters of carboxylic acids, cellulose 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 substantially free of unbound radiopacifying salt.
Claim 13
Dependent Claim
28 words
The dental device of claim 9 which is a member selected from the group consisting of denture, crown, bridge, prosthesis, implant, splint, guard, space maintainer and maxillofacial device.
Claim 14
Dependent Claim
41 words
The dental device of claim 9 wherein the radiopacifying salt of the composition 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 15
Dependent Claim
14 words
The dental device of claim 11 wherein the cation of the salt is bismuth.
Claim 16
Dependent Claim
176 words
A dental device fabricated at least in part from 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: ##STR3## 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 essentially free of unbound radiopacifying salt.
Claim 17
Dependent Claim
176 words
A dental device fabricated at least in part from 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: ##STR3## 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 essentially free of unbound radiopacifying salt.
Claim 18
Dependent Claim
91 words
A radiation shielding device comprising at least in part 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, vinyl esters of carboxylic acids, cellulose 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 substantially free of unbound radiopacifying salt.
Claim 19
Dependent Claim
91 words
A radiation shielding device comprising at least in part 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, vinyl esters of carboxylic acids, cellulose 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 substantially free of unbound radiopacifying salt.
Claim 20
Dependent Claim
176 words
A radiation shielding device comprising at least in part 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: ##STR4## 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 essentially free of unbound radiopacifying salt.
Claim 21
Dependent Claim
176 words
A radiation shielding device comprising at least in part 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: ##STR4## 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 essentially free of unbound radiopacifying salt.
Claim 22
Dependent Claim
147 words
A fabric comprising a radiopaque polyester, said polyester being derived from a Lewis acid radiopacifying salt comprising a heavy metal having an atomic number from 78 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: ##STR5## wherein R is C 6 H 4 , R 1 is (CH 2 ) x wherein x is 1 and n is between 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 polyester being essentially free of unbound radiopacifying salt.
Claim 23
Dependent Claim
147 words
A fabric comprising a radiopaque polyester, said polyester being derived from a Lewis acid radiopacifying salt comprising a heavy metal having an atomic number from 78 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: ##STR5## wherein R is C 6 H 4 , R 1 is (CH 2 ) x wherein x is 1 and n is between 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 polyester being essentially free of unbound radiopacifying salt.
Claim 24
Dependent Claim
13 words
The radiopaque polyester fabric of claim 16 wherein the polyester is polyethylene terephthalate.
Claim 25
Dependent Claim
11 words
A garment made with the radiopaque polyester fabric of claim 16.
Claim 26
Dependent Claim
11 words
A garment made with the radiopaque polyester fabric of claim 17.
Claim 27
Dependent Claim
117 words
A two phase radiopaque composition comprising a solid phase and a liquid phase, said solid phase comprising a radiopaque 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, vinyl esters of carboxylic acids, cellulose 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 liquid phase comprising a monomer solution, said composition formed by swelling the solid phase in the liquid phase and polymerizing into a solid homogeneous mass substantially free of unbound radiopacifying salt.
Claim 28
Dependent Claim
117 words
A two phase radiopaque composition comprising a solid phase and a liquid phase, said solid phase comprising a radiopaque 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, vinyl esters of carboxylic acids, cellulose 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 liquid phase comprising a monomer solution, said composition formed by swelling the solid phase in the liquid phase and polymerizing into a solid homogeneous mass substantially free of unbound radiopacifying salt.
Claim 29
Dependent Claim
42 words
A multiple container package for preparing the two phase radiopaque polymer composition of claim 20 comprising first and second containers, said first container comprising said radiopaque polymer composition and an initiator, said second container comprising a monomer solution and a crosslinking agent.
Claim 30
Dependent Claim
30 words
The multiple container package of claim 21 wherein the monomer of the second container is selected from the group consisting of esters of acrylic acid, methacrylic acid, and ethacrylic acid.
References Cited (Backward Citations)
JPS5557200A
Cited
JPS5635098A
Cited
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