Polyurea copolymer coating compositions and methods
Durable polyurea copolymer coatings can be applied to surfaces that come in contact with fluids, such as biological fluids, thereby passivating the surface. Polyurea copolymer coating compositions comprise a reaction product of (a) a diamine composition that includes a polyethylene glycol diamine, and optionally, a dipiperidyl alkane; and (b) a diisocyanate. Solutions containing polyurea copolymers, coated surfaces and methods are also described.
1. A method for forming a passivating coating on a surface of a medical device or aquatic article comprising steps of:
(a) Providing a polyurea copolymer solution comprising a reaction product of (i) a diamine composition comprising a polyethylene glycol diamine compound having a formula (I), (II), or a mixture of (I) and (II):
wherein y is an integer in the range of 2 to 40, and x+z is an integer in the range of 1 to 8; or
wherein n is an integer in the range of 1 to 500, and (ii) a diisocyanate, wherein the diisocyanate is present in a molar ratio with total diamines in (i) in a range of 2:1 to 1:2;
(b) Covering the surface of the medical device or aquatic article with the polyurea copolymer solution to provide a passivating coating on the surface; and
(c) Removing the polyurea copolymer solution from the surface.
2. The method of claim 1 wherein the diamine composition of (i) comprises a polyethylene glycol diamine compound in an amount in a range of 20 to 99.9 molar percent, and a dipiperidyl alkane in an amount in a range of 0.1 to 80 molar percent of the diamine composition.
3. The method of claim 2 wherein the dipiperidyl alkane comprises one or more of dipiperidyl propane, dipiperidyl methane, dipiperidyl ethane, dipiperidyl butane, dipiperidyl pentane, dipiperidyl hexane, dipiperidyl heptane, dipiperidyl octane, or bipiperidine.
4. The method of claim 1 wherein step (b) comprises spraying the polyurea copolymer solution onto the surface or dipping the surface into the polyurea copolymer solution.
5. The method of claim 1 wherein step (c) comprises rinsing the surface with an aqueous solution to remove the polyurea copolymer solution from the surface.
6. The method of claim 1 wherein step (b) comprises covering a surface of an inner lumen of a medical article with the polyurea copolymer solution.
7. The method of claim 6 wherein the medical article comprises a stent, catheter, shunt, tube, port, or cannula.
8. The method of claim 1 wherein the method does not include a curing step.
9. The method of claim 1 wherein the polyethylene glycol diamine compound has a molecular weight of 500 to 2500.
10. The method of claim 1 wherein the diisocyanate has a formula:
OCN—B—NCO
where B is a bivalent alkyl radical having 2 to 20 carbon atoms.
11. The method of claim 10 wherein the diisocyanate is selected from hexane diisocyanate and isophorone diisocyanate.
12. The method of claim 1 wherein the polyurea copolymer comprises polyethylene glycol groups in an amount of 25 to 95 weight percent, based on total weight of the polyurea copolymer.
13. The method of claim 1 further comprising a step of providing additional coating layers to the passivating coating formed on the surface.
14. The method of claim 1 wherein the polyurea copolymer solution comprises water, an alcohol, an alcohol-water mixture, or a buffer as solvent.
15. The method of claim 14 wherein step (c) comprises rinsing the surface with a solution that comprises the solvent for the polyurea copolymer solution to remove the polyurea copolymer solution from the surface.
16. The method of claim 1 wherein the polyurea copolymer has an average molecular weight of 100,000 or less.