Compounds and medical devices activated with solvophobic linkers

• US 8,969,473 B2
• Filed: 02/22/2010
• Issued: 03/03/2015
• Est. Priority Date: 02/21/2009
• Status: Active Grant

• Current Assignee: Sofradim Production
• Original Assignee: Sofradim Production
• Inventors: Ladet, Sbastien, Gravagna, Philippe
• Primary Examiner(s): Justice, Gina
• Assistant Examiner(s): Alley, Genevieve S
• Application Number:
  US13/202,366
• Publication Number:
  US 20120035321A1
• Time in Patent Office: 1,835 Days
• Field of Search: 525/55, 525/54.1, 525/50
• US Class Current: 525/55
• CPC Class Codes: A61K 47/30 Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
• CPC Class Codes: A61K 47/542 Carboxylic acids, e.g. a fatty acid or an amino acid
• CPC Class Codes: A61K 47/549 Sugars, nucleosides, nucleotides or nucleic acids
• CPC Class Codes: A61K 47/61 the organic macromolecular compound being a polysaccharide or a derivative thereof
• CPC Class Codes: A61K 47/62 the modifying agent being a protein, peptide or polyamino acid
• CPC Class Codes: A61L 2300/00 Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
• CPC Class Codes: A61L 27/26 Mixtures of macromolecular compounds
• CPC Class Codes: A61L 27/48 with macromolecular fillers
• CPC Class Codes: A61L 27/50 Materials characterised by their function or physical properties , e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
• CPC Class Codes: A61L 27/54 Biologically active materials, e.g. therapeutic substances A61L27/227 takes precedence
• CPC Class Codes: A61L 31/14 Materials characterised by their function or physical properties , e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
• CPC Class Codes: A61L 31/16 Biologically active materials, e.g. therapeutic substances A61L31/047 takes precedence
• CPC Class Codes: C08L 101/02 characterised by the presence of specified groups , e.g. terminal or pendant functional groups

Abstract

The present disclosure relates to compounds and medical devices activated with a solvophobic material functionalized with a first reactive member and methods of making such compounds and devices.

Claims

1. A method of forming an activated medical device comprising:

preparing a composition by combining a solvent matrix including at least one polymer with a compound which includes a solvophilic material and a solvophobic material, the solvophobic material functionalized with a first click reactive member to form a blend, and

forming at least a portion of a medical device from the composition, wherein the blend of the solvent matrix and the compound forms a polymeric substrate and the solvophobic material and the first reactive member are positioned at or near a surface of the medical device to activate the surface of the medical device.

2. The method of claim 1, wherein the first click reactive member is an alkyne group.

3. The method of claim 1, wherein the first click reactive member is an azide group.

4. The method of claim 1, wherein the solvent matrix is selected from the group consisting of a solid, a gel and a liquid.

5. The method of claim 1, wherein the solvent matrix is hydrophilic.

6. The method of claim 5, wherein the solvophilic material includes polyamides, hydrophilic polyurethanes, polylactones, polyimides, polylactams, poly-vinyl-pyrrolidone, polyvinyl alcohols, polyacrylic acid, polymethacrylic acid, poly(hydroxyethyl methacrylate), gelatin, dextran, oligosaccharides, chitosan, hyaluronic acid, alginate, chondroitin, mixtures and combinations thereof.

7. The method of claim 5, wherein the solvophobic material includes polyethylene, polypropylene, hydrophobic polyurethanes, polyacrylates, polymethacrylates, fluoropolymers, polycaprolactone, polylactide, polyglycolide, phospholipids, and polyureas, poly(ethylene-vinyl acetate), polyvinylchloride, polyesters, polyamides, polycarbonate, polystyrenes, polytetrafluoroethylene, silicones, siloxanes, fatty acids, and chitosan having high degrees of acetylation and mixtures and combinations thereof.

8. The method of claim 5, wherein the solvophilic material is chitosan having a degree of acetylation from 0 to about 30% and the solvophobic material is chitosan having a degree of acetylation greater than about 50%.

9. The method of claim 1, wherein the polymer of the solvent matrix is a naturally biodegradable polymer.

10. The method of claim 9, wherein the naturally biodegradable polymer is collagen.

11. The method of claim 1 wherein the solvophilic material is covalently bonded to the solvophobic material.

12. The method of claim 1, wherein the medical device is a fiber.

13. The method of claim 12, wherein the fiber is used to form a textile.

14. The method of claim 1, further comprising adding a bioactive agent functionalized with a second click reactive member to covalently bond the bioactive agent to the solvophobic material via the first and second reactive members.

15. The method of claim 14, wherein the first click reactive member is an azide and the second click reactive member is an alkyne.

16. The method of claim 14, wherein the first click reactive member is an alkyne and the second click reactive member is an azide.

17. The method of claim 1, wherein the solvent matrix further includes at least one solvent.