Radiopaque iodinated and iodide-containing crystalline absorbable aliphatic polymeric materials and applications thereof

Abstract

Radiopaque, iodinated, absorbable polyesters, polyester urethanes, and polyether-ester-urethanes with and without inorganic iodide micro-/nanoparticles dispersed or solubilized therein, and composite inorganic iodide micro-/nanoparticles in an absorbable polyester, polyester-urethane, polyester-ester, or polyether-ester urethane matrix are employed in medical devices and therapeutic compositions.

1 - 21 . (canceled) 
     
     
         22 . A medical device comprising a radiopaque coating located on the medical device, the radiopaque coating comprising a radiopaque, iodinated, absorbable, crystalline, 80-100% aliphatic polymer. 
     
     
         23 . The medical device of  claim 22 , wherein the medical device is selected from the group consisting of an absorbable/disintegratable urinogenital stent, an absorbable endovascular stent, and an absorbable diagnostic device. 
     
     
         24 . The medical device of  claim 22 , wherein the medical device is a catheter. 
     
     
         25 . The medical device of  claim 22 , wherein the polymer comprises ester linkages. 
     
     
         26 . The medical device of  claim 22 , wherein the polymer comprises chemical linkages selected from the group consisting of an aliphatic carbonate, acyclic carbonate, cycloaliphatic urethane, acyclic aliphatic urethane, cycloaliphatic carbonate, aliphatic ether, and aliphatic anhydride. 
     
     
         27 . The medical device of  claim 22 , wherein the polymer has a molecular weight of at least 5 kDa and a heat of fusion exceeding 10 J/g. 
     
     
         28 . A method of producing a radiopaque absorbable composite comprising:
 forming an organic absorbable crystalline matrix from a halogen-hydroxylic initiator and at least one cyclic monomer;   dispersing a water soluble radiopaque halogen salt in the form of microparticles or nanoparticles into the organic absorbable crystalline matrix to provide a dispersion; and   forming a radiopaque absorbable composite from the dispersion.   
     
     
         29 . The method of  claim 28 , wherein the organic absorbable crystalline matrix comprises a material selected from the group consisting of thermoplastic polyester, polyether-ester, segmented copolyester, segmented polyether-ester, segmented polyester-urethane, and a polyether-ester urethane. 
     
     
         30 . The method of  claim 28 , wherein the water soluble radiopaque halogen salt comprises an iodide or bromide salt. 
     
     
         31 . The method of  claim 28 , wherein the radiopaque absorbable composite is formed into a controlled drug release system selected from the group consisting of implantable monofilaments, microspheres, solid-suspensions, and viscous polymeric liquids. 
     
     
         32 . The method of  claim 28 , wherein the radiopaque absorbable composite is included within a surgical suture, endovascular stent, perivascular wrap, hemostatic device, block device, retraction tape, or endovascular device for treating aneurysms. 
     
     
         33 . The method of  claim 28 , wherein the organic absorbable crystalline matrix comprises the reaction product of a hydroxy-terminated halogenated polyester and a diisocyanate selected from the group consisting of 1,6-hexane-diisocyanate 1,4-bis(methylene isocyanate) cyclohexane 1,6-cyclohexane diisocyanate, 1,4-tetramethylene diisocyanate, lysine diisocyanate, or combinations thereof. 
     
     
         34 . The method of  claim 28 , wherein the cyclic monomer is selected from the group consisting of  1 -lactide, glycolide, trimethylene carbonate, p-dioxanone, 1,5-dioxepan-2-one, ε-caprolactone, a morpholinedione, and combinations thereof.