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 a photoactive monomer comprising a benzophenone moiety, and
(b) 99 to 94 mol % of one or more of N-vinyl-pyrrolidone, and acrylates and methacrylates of the structure
where R is an optionally substituted C 1 -C 20 alkyl,
R′ is either CH 3 or H;
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 , wherein R is one or more of methyl, ethylhexyl, isodecyl, or dodecyl.
5. The coating composition of claim 1 , wherein the hydrophobic polymer comprises hydroxyethyl methacrylate and N-vinylpyrrolidone.
6. The coating composition of claim 1 , wherein the hydrophobic polymer comprises acrylate having a C 4 -C 20 alkyl group.
7. The coating composition of claim 1 , wherein the photoactive monomer comprising a benzophenone moiety is selected from 4-methacryloxy-2-hydroxybenzophenone, 4-acryloxybenzophenone, 4-methacryloxybenzophenone, acrylamidobenzophenone, methacrylamidobenzophenone, 2-hydroxy-4-acryloxyethoxybenzophenone, 2-hydroxy-4-methacryloxyethoxybenzophenone, and combinations thereof.
8. The coating composition of claim 1 having a Tg of less than 20° C.
9. A medical device or implant comprising a photoreactive basecoat comprising a coating composition of claim 1 .
10. The medical device of claim 9 , wherein the basecoat resides between a substrate and a hydrophilic topcoat.
11. The medical device of claim 10 , wherein the topcoat comprises one or more of polyacrylate, polyvinylpyrrolidones, hyaluronic acid and polyacrylamide.
12. The medical device of claim 10 , wherein the topcoat comprises a N-(2-hydroxyethyl)acrylamide and acrylic acid copolymer.
13. The medical device of claim 9 , wherein the medical device is a catheter or guide wire.
14. The medical device of claim 10 , comprising a plurality of covalent cross-links between said basecoat and said hydrophilic topcoat.
15. A coating solution comprising 2 to 15 wt % of a coating composition of claim 1 in a solvent.
16. The coating solution of claim 15 , wherein the solvent is an organic solvent.
17. The coating solution of claim 16 , 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.
18. A method of forming a coated article comprising coating a substrate with a basecoat comprising a coating composition of claim 1 .
19. The method of claim 18 , additionally comprising curing the basecoat by exposure of the basecoat to UV light.
20. The method of claim 19 , additionally comprising coating said basecoat with a hydrophilic topcoat.
21. The method of claim 18 , additionally comprising (a) coating said basecoat with a hydrophilic topcoat and (b) curing the basecoat and topcoat with UV light.