Lubricious hydrogel coatings

• US 5,160,790 A
• Filed: 11/01/1990
• Issued: 11/03/1992
• Est. Priority Date: 11/01/1990
• Status: Expired due to Term

• Current Assignee: Medtronic Ave Incorporated (Medtronic Plc)
• Original Assignee: C.R. Bard, Inc. (Becton, Dickinson & Co)
• Inventors: Elton, Richard K.
• Primary Examiner(s): Thibodeau, Paul J.
• Assistant Examiner(s): NAKARANI, DHIRAJLAL S
• Application Number:
  US07/607,550
• Time in Patent Office: 733 Days
• Field of Search: 428/423.1, 428/423.3, 428/423.5, 428/423.7, 428/424.8, 428/423.9, 428/412, 525/123
• US Class Current: 428/412
• CPC Class Codes: A61L 2400/10 Materials for lubricating medical devices
• CPC Class Codes: A61L 29/085 Macromolecular materials
• CPC Class Codes: A61L 29/14 Materials characterised by their function or physical properties , e.g. lubricating compositions
• CPC Class Codes: C08L 2666/10 Homopolymers or copolymers according to C08L39/00 - C08L49/00; Derivatives thereof
• CPC Class Codes: C08L 2666/14 Macromolecular compounds according to C08L59/00 - C08L87/00; Derivatives thereof
• CPC Class Codes: C08L 35/06 Copolymers with vinyl aromatic monomers
• CPC Class Codes: C08L 75/04 Polyurethanes
• CPC Class Codes: C09D 139/06 Homopolymers or copolymers of N-vinyl-pyrrolidones
• CPC Class Codes: C09D 175/04 Polyurethanes
• CPC Class Codes: Y10T 428/31507 Of polycarbonate
• CPC Class Codes: Y10T 428/31551 Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
• CPC Class Codes: Y10T 428/31554 Next to second layer of polyamidoester
• CPC Class Codes: Y10T 428/31562 Next to polyamide [nylon, etc.]
• CPC Class Codes: Y10T 428/31565 Next to polyester [polyethylene terephthalate, etc.]
• CPC Class Codes: Y10T 428/31569 Next to natural rubber
• CPC Class Codes: Y10T 428/31587 Hydrocarbon polymer [polyethylene, polybutadiene, etc.]

Abstract

A flexible, lubricious organic coating is formed by applying a mixture of an isocyanate, a polyol, polyvinylpyrrolidone (PVP), and carrier liquid to a surface to be coated. The carrier liquid is removed and the mixture reacted to form a lubricious, flexible coating, particularly suitable for use as a protective lubricious caoting on medical devices introduced into the body. The coating exhibits a significantly reduced coefficient of friction when exposed to water or aqueous solutions.

Claims

1. An article comprising a substrate on which is coated a hydrophilic, lubricious, organic coating comprising a crosslinked polyurethane and a polyvinylpyrrolidone, said crosslinked polyurethane formed from the reaction of an isocyanate and a polyol, said isocyanate containing at least two NCO groups per molecule and the polyol having at least two hydroxy groups per molecule, the sum of the average NCO functionality and the average hydroxy functionality exceeding 4.

2. An article comprising a substrate on which is coated a coating in accordance with claim 1 wherein the polyvinylpyrrolidone has a number average molecular weight of from about 50,000 to 2.5 million.

3. An article comprising a substrate on which is coated a coating in accordance with claim 2 wherein the polyvinylpyrrolidone has a number average molecular weight of about 360,000.

4. An article comprising a substrate on which is coated a coating in accordance with claim 1 wherein the ratio by weight of the polyurethane to polyvinylpyrrolidone is from about 0.05 to 3.0.

5. An article comprising a substrate on which is coated a coating in accordance with claim 4 wherein the ratio by weight is from about 0.2 to 1.0.

6. An article comprising a substrate on which is coated a coating in accordance with claim 1 wherein the crosslinked polyurethane is formed in the presence of polyvinylpyrrolidone.

7. An article comprising a substrate on which is coated a coating in accordance with claim 1 wherein the stoichiometric ratio of total NCO groups to total hydroxy groups is from about 0.75 to 3.0.

8. An article comprising a substrate on which is coated a coating in accordance with claim 7 wherein the stoichiometric ratio of total NCO groups to total hydroxy groups is from about 1.1 to 1.3.

9. An organic substrate article having a hydrophilic coating comprising:

an organic substrate,

and the coating in accordance with claim 1 adhered thereto.

10. The article of claim 9 wherein the organic substrate is of a material selected from the group consisting of polyether block amides, polyurethanes, polyetherurethanes, polyester urethanes, natural rubber, synthetic rubber, latex rubber, polyester-polyether copolymers, polycarbonates and polyethylene terephthalates.

11. An article comprising an organic substrate and a hydrophilic, lubricious organic coating adhered thereto, said coating formed from the reaction on the surface of the substrate to be coated, of a mixture comprising an isocyanate, a polyol and polyvinylpyrrolidone in a carrier liquid to form a crosslinked polyurethane-polyvinylpyrrolidone coating, said isocyanate containing at least two NCO groups per molecule and the polyol having at least two hydroxy groups per molecule, the sum of the average NCO functionality and the average hydroxy functionality exceeding 4.

12. An article in accordance with claim 11 wherein the polyvinylpyrrolidone has a mean molecular weight of from about 50,000 to 2.5 million.

13. An article in accordance with claim 12 wherein the mixture contains a blend of polyvinylpyrrolidones.

14. An article in accordance with claim 11 wherein the isocyanate has at least two unreacted isocyanate groups per molecule and is selected from the group consisting of 2,4- and 2,6 Toluene Diisocyanate (TDI), 4,4'"'"'- diphenylmethonediisocyanate (MDI), other position isomers of MDI, polymeric versions of MDI, hexamethylene diisocyanate, and adducts and prepolymers prepared from the above.

15. An article in accordance with claim 11 wherein the polyol used is selected from the group consisting of castor oil and castor oil derivatives, modified polyether polyols, modified polyester polyols, and polyethylene glycols.

16. An article in accordance with claim 11 wherein the carrier liquid is a solvent selected from the group consisting of methylene chloride, dibromomethane, chloroform, dichloroethane, acetonitrile, dibromoethane and blends thereof.