UV cure basecoatings for medical devices
The invention concerns coating composition comprising hydrophobic polymer for use as a photoreactive basecoat for a medical device or implant comprising a polymer made from monomers comprising: (a) 1 to 12 mol % of at least one photoactive monomer that is a hydrogen atom abstracter and (b) 99 to 88 mol % of one or more of acrylamides, methacrylamides, acrylates, methacrylates, and N-vinylpyrrolidone; wherein the polymer has a glass transition temperature (Tg) of less than 40° C.
1. A coating composition for use as a photoreactive basecoat for a medical device or implant, the coating composition comprising a photoreactive hydrophobic polymer made from monomers comprising:
(a) 1 to 6 mol % of at least one photoactive monomer that is a hydrogen atom abstracter, and
(b) 99 to 94 mol % of one or more of acrylamides, methacrylamides, acrylates, methacrylates, and N-vinylpyrrolidone;
wherein the polymer has a glass transition temperature (Tg) of less than 40° C.
2. The coating composition of claim 1 , additionally comprising a multifunctional aziridine.
3. The coating composition of claim 2 , comprising
(a) 95-99.8 wt % of the hydrophobic polymer; and
(b) 0.2-5 wt % multifunctional aziridine.
4. The coating composition of claim 1 , comprising methacrylate of the structure
where R is an optionally substituted C 1 -C 20 alkyl.
5. The coating composition of claim 4 , wherein R is one or more of methyl, ethylhexyl, isodecyl, or dodecyl.
6. The coating composition of claim 4 , wherein the hydrophobic polymer comprises hydroxyethyl methacrylate and N-vinylpyrrolidone.
7. The coating composition of claim 1 , wherein the hydrophobic polymer comprises acrylate having a C 4 -C 20 alkyl group.
8. The coating composition of claim 1 , wherein the photoactive monomer that is a hydrogen atom abstracter comprises a benzophenone moiety.
9. The coating composition of claim 8 , wherein the photoactive monomer that is a hydrogen atom abstracter comprises one or more of 4-methacryloxy-2-hydroxybenzophenone, 4-acryloxybenzophenone, 4-methacryloxybenzophenone, acrylamidobenzophenone, methacrylamidobenzophenone, 2-hydroxy-4-acryloxyethoxybenzophenone, and 2-hydroxy-4-methacryloxyethoxybenzophenone.
10. The coating composition of claim 1 having a Tg of less than 20° C.
11. A medical device or implant comprising a photoreactive basecoat comprising a coating composition of claim 1 .
12. The medical device of claim 11 , wherein the basecoat resides between a substrate and a hydrophilic topcoat.
13. The medical device of claim 12 , wherein the topcoat comprises one or more of polyacrylate, polyvinylpyrrolidones, hyaluronic acid and polyacrylamide.
14. The medical device of claim 12 , wherein the topcoat comprises a N-(2-hydroxyethyl)acrylamide and acrylic acid copolymer.
15. The medical device of claim 11 , wherein the medical device is a catheter or guide wire.
16. The medical device of claim 12 , comprising a plurality of covalent cross-links between said basecoat and said hydrophilic topcoat.
17. A coating solution comprising 2 to 15 wt % of a coating composition of claim 1 in a solvent.
18. The coating solution of claim 17 , wherein the solvent is an organic solvent.
19. The coating solution of claim 18 , wherein the solvent comprises one or more of toluene, ethanol, acetone, isopropanol, ethyl acetate, dimethylformamide, tetrahydrofuran, butanol, N-methyl-2-pyrrolidon, n-butyl acetate, 1,2-propanediol monomethyl ether acetate, isobutyl acetate, isopropyl acetate, methyl acetate, 3-methyl-1-butanol, methylethyl ketone, 2-methyl-1-propanol, 1-pentanol, 2-propanol, propyl acetate, dichloromethane, dimethyl sulfoxide, methylbutyl ketone and xylene.
20. A method of forming a coated article comprising coating a substrate with a basecoat comprising a coating composition of claim 1 .
21. The method of claim 20 , additionally comprising curing the basecoat by exposure of the basecoat to UV light.
22. The method of claim 21 , additionally comprising coating said basecoat with a hydrophilic topcoat.
23. The method of claim 20 , additionally comprising (a) coating said basecoat with a hydrophilic topcoat and (b) curing the basecoat and topcoat with UV light.