Antimicrobial photo-stable coating composition
The invention is an antimicrobial photo-stable coating composition that deters photo-induced discoloration, does not stain tissue and can be applied to the surface of a variety of medical materials. The composition comprises in an aspect silver-PCA complex and dye.
1. An antimicrobial photo-stable coating composition comprising complexed silver and dye, wherein said complexed silver comprises silver salt complexed to a molecule with a basic nitrogen atom to protect said silver from subsequent oxidation/reduction reactions, wherein said molecule is selected from the group consisting of ammonia, glycine, glutamic acid, tris(hydroxymethyl)aminomethane, polyethyleneimine, pyrrolidone carboxylic acid (PCA) and mixtures thereof, and wherein said dye absorbs light in the wavelength range of about 550-680 nm and about 380-450 nm and thereby deters photo-induced discoloration, and wherein said composition does not substantially stain tissue and can be applied to the surface of a variety of medical materials.
2. The composition of claim 1 , wherein said composition additionally comprises one or more amino acids.
3. The composition of claim 2 , wherein said silver is complexed with the PCA or with the amino acids or with both the PCA/amino acid within said composition.
4. The composition of claim 1 , wherein said silver salt is present in an amount of about 1 mM to about 20 mM.
5. The composition of claim 4 , wherein said PCA is present in about twice the amount of said silver salt.
6. The composition of claim 1 , wherein said dye is present in an amount of about 0.02 mM to about 2 mM.
7. The composition of claim 4 , wherein said silver salt is selected from the group consisting of silver nitrate, silver acetate, silver lactate and combinations thereof.
8. The composition of claim 3 , wherein said amino acid is selected from the group consisting of alanine, arginine, asparagine, aspartate, cysteine, glutamate, glutamine, glycine, histidine, isoleucine, leucine, lysine, methionine, phenylalanine, proline, serine, threonine, tryptophan, tyrosine, valine and combinations thereof.
9. The composition of claim 8 , wherein said amino acid is histidine.
10. The composition of claim 1 , wherein said dye is a cationic triarylmethane dye.
11. The composition of claim 1 , wherein said dye is selected from the group consisting of Brilliant Green, Malachite Green, Methylene Blue, Ethyl Violet, Crystal Violet, Victoria Blue R, Victoria Blue B and Victoria Pure Blue BO and mixtures thereof.
12. A medical material coated or impregnated with the composition of claim 1 .
13. The medical material of claim 12 , wherein said medical material is a device selected from the group consisting of implants, catheters, stents, wound dressings, cardiac valves, tubings, pins and clips.
14. The medical material of claim 13 , wherein said device has a hydrophilic coating thereon, prior to being coated or impregnated with said composition.
15. A polymeric medical device having a hydrophilic coating made by the method comprising:
incubating a photo-initiator-coated silicone material provided as a device selected from the group consisting of implants, catheters, stents, wound dressings, cardiac valves, tubings, pins and clips with an aqueous co-monomer solution capable of free radical polymerization and selected from the primary group consisting of acrylic acid, methacrylic acid, 2-carboxyethyl acrylate, 4-vinylbenzoic acid, itaconic acid, and mixtures thereof and a secondary group consisting of any vinyl monomer such as N-vinylacetamide, N-methylvinylacetamide, or methyl acrylate, wherein the photo-initiator Is selected from the group consisting of p-benzoyl tert-butylperbenzoate, benzophenone, tert-butylperoxybenzoate, 2,2-dimethoxy-2-phenyl-acetophenone, benzil ketals, benzoins and their derivatives and mixtures thereof;
exposing the incubating material to ultraviolet (UV) light creating a modified surface on said material; and
washing and drying said material with said modified surface, wherein said device is further coated or impregnated with an antimicrobial photo-stable coating composition comprising complexed silver and dye, wherein said complexed silver comprises silver salt complexed to a molecule with a basic nitrogen atom to protect said silver from subsequent oxidation/reduction reactions, wherein said molecule is selected from the group consisting of ammonia, glycine, glutamic acid, tris(hydroxymethyl)aminomethane, polyethyleneimine, pyrrolidone carboxylic acid (PCA) and mixtures thereof, and wherein said dye absorbs light in the wavelength range of about 550-680 nm and about 380-450 nm and thereby deters photo-induced discoloration.
16. A method of making said antimicrobial photo-stable coating composition of claim 1 , said method comprising;
forming a dry complex of said silver-PCA; and
adding dye and distilled water to form a solution.
17. The method of claim 16 , wherein said complex of silver-PCA is formed by admixing said silver salt with said PCA and lyophilizing to form a dry powder.
18. A medical material coated with said antimicrobial photo-stable coating composition of claim 3 .
19. The medical material of claim 18 , wherein said material is selected from the group consisting of hydrophilic materials and polymeric materials.
20. The medical material of claim 19 , wherein hydrophilic materials are selected from the group consisting of cotton gauze, polymer tubes, wound drains, vascular grafts, endotracheal tubes, hemodialysis catheters, tissue coverings composed of proteins and carbohydrates.
21. The medical material of claim 20 , wherein said polymer tube is a urological catheter.
22. The medical material of claim 19 , wherein said polymeric material are medical devices selected from the group consisting of catheters, wound drains, endotracheal tubes and other polymeric liquid flow conduits and polymeric sheet materials.
23. A method for making said antimicrobial photo-stable coated medical material of claim 12 , said method comprising;
(a) admixing said silver salt with said PCA and lyophilizing to form a dry powder;
(b) adding (a) to a dye solution;
(c) dipping a medical material into (b) for a desired time; and
(d) drying said medical material.
24. The method of claim 23 , wherein said silver salt is present in an amount of about 1 mM to about 20 mM.
25. The method of claim 23 , wherein said PCA is present in about twice the amount of said silver salt.
26. The method of claim 23 , wherein said dye is present in an amount of about 0.02 mM to about 2 mM.
27. The method of claim 23 , wherein said silver salt is selected from the group consisting of silver nitrate, silver acetate, silver lactate and combinations thereof
28. The method of claim 23 , wherein said dye is a cationic triarylmethane dye.
29. The method of claim 28 , wherein said dye is selected from the group consisting of Brilliant Green, Malachite Green, Methylene Blue, Ethyl Violet, Crystal Violet, Victoria Blue R, Victoria Blue B and Victoria Pure Blue BO and mixtures thereof.
30. The method of claim 23 , wherein said medical material is selected from the group consisting of hydrophilic materials and polymeric materials.
31. The method of claim 30 , wherein hydrophilic materials are selected from the group consisting of cotton gauze, polymer tubes, wound drains, vascular grafts, endotracheal tubes, hemodialysis catheters, tissue coverings composed of proteins and carbohydrates and the like.
32. The method of claim 31 , wherein said polymer tube is a urological catheter.
33. The method of claim 31 , wherein said polymeric material are medical devices selected from the group consisting of catheters, wound drains, endotracheal tubes and other polymeric liquid flow conduits and polymeric sheet materials.
34. The device of claim 15 , wherein the vinyl monomer is selected from the group consisting of N-vinylacetamide, N-methylvinylacetamide and methyl acrylate.