Lubricious hydrophilic coating, resistant to wet abrasion

• US 5,331,027 A
• Filed: 05/25/1993
• Issued: 07/19/1994
• Est. Priority Date: 09/02/1987
• Status: Expired due to Term

• Current Assignee: Angiotech Pharmaceuticals Incorporated
• Original Assignee: Sterilization Technical Services, Inc.
• Inventors: Whitbourne, Richard J.
• Primary Examiner(s): Michl, Paul R.
• Assistant Examiner(s): DeWitt, LaVonda
• Application Number:
  US08/067,253
• Time in Patent Office: 420 Days
• Field of Search: 524/37-40, 525/182-183, 525/205, 525/207, 525/222, 604/265
• US Class Current: 524/37
• CPC Class Codes: A61L 27/34 Macromolecular materials
• CPC Class Codes: A61L 27/50 Materials characterised by their function or physical properties , e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
• 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: A61L 31/10 Macromolecular materials
• CPC Class Codes: A61L 31/14 Materials characterised by their function or physical properties , e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
• CPC Class Codes: C08J 2339/06 Homopolymers or copolymers of N-vinyl-pyrrolidones
• CPC Class Codes: C08J 2401/02 Cellulose; Modified cellulose
• CPC Class Codes: C08L 39/06 Homopolymers or copolymers of N-vinyl-pyrrolidones
• CPC Class Codes: Y10T 428/31507 Of polycarbonate
• CPC Class Codes: Y10T 428/3154 Of fluorinated addition polymer from unsaturated monomers
• 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 428/31576 Ester monomer type [polyvinylacetate, etc.]
• CPC Class Codes: Y10T 428/3158 Halide monomer type [polyvinyl chloride, etc.]
• CPC Class Codes: Y10T 428/31587 Hydrocarbon polymer [polyethylene, polybutadiene, etc.]
• CPC Class Codes: Y10T 428/31598 Next to silicon-containing [silicone, cement, etc.] layer
• CPC Class Codes: Y10T 428/31601 Quartz or glass
• CPC Class Codes: Y10T 428/31605 Next to free metal
• CPC Class Codes: Y10T 428/31616 : Next to polyester [e.g., alkyd]
• CPC Class Codes: Y10T 428/31623 : Next to polyamide or polyimide
• CPC Class Codes: Y10T 428/31645 : Next to addition polymer from unsaturated monomers
• CPC Class Codes: Y10T 428/31649 : Ester, halide or nitrile of addition polymer
• CPC Class Codes: Y10T 428/31667 : Next to addition polymer from unsaturated monomers, or aldehyde or ketone condensation product
• CPC Class Codes: Y10T 428/31681 : Next to polyester, polyamide or polyimide [e.g., alkyd, glue, or nylon, etc.]
• CPC Class Codes: Y10T 428/31692 : Next to addition polymer from unsaturated monomers
• CPC Class Codes: Y10T 428/31699 : Ester, halide or nitrile of addition polymer
• CPC Class Codes: Y10T 428/31732 : At least one layer is nylon type
• CPC Class Codes: Y10T 428/31743 : Next to addition polymer from unsaturated monomer[s]
• CPC Class Codes: Y10T 428/31746 : Polymer of monoethylenically unsaturated hydrocarbon
• CPC Class Codes: Y10T 428/3175 : Next to addition polymer from unsaturated monomer[s]
• CPC Class Codes: Y10T 428/31757 : Polymer of monoethylenically unsaturated hydrocarbon
• CPC Class Codes: Y10T 428/31786 : Of polyester [e.g., alkyd, etc.]
• CPC Class Codes: Y10T 428/31797 : Next to addition polymer from unsaturated monomers
• CPC Class Codes: Y10T 428/31913 : Monoolefin polymer
• CPC Class Codes: Y10T 428/31917 : Next to polyene polymer

Abstract

The lubricious hydrophilic coatings of the invention are significantly more lubricious when wet than when dry, are adherent to a variety of substrates, and are resistant to removal by wet abrasion. In one embodiment, the coatings include a hydrophilic polyolefin such as polyvinyl-pyrrolidone and a water-insoluble stabilizing polymer such as a cellulose ester. The coatings may also include an adherent polymer and a plasticizing agent. The coating may be applied by preparing a solution of the stabilizing polymer and a solution of the hydrophilic polyolefin, and coating the substrate first in one then the other. Alternatively, both the stabilizing and hydrophilic polymers may be dissolved in a single solvent system and applied to the substrate in a single step. In another embodiment, only a solution of a hydrophilic polyolefin is applied directly to the substrate. In this embodiment, the solution of the hydrophilic polyolefin includes a cosolvent which acts as a solvent for both the hydrophilic polyolefin and the substrate. The coatings of the invention may be applied to biomedical devices and implants such as catheters, condoms, and nasogastric and endotracheal tubes.

Claims

1. A lubricious hydrophilic coating for an organic polymeric surface which is substantially more slippery when wet than when dry, and resistant to removal by wet abrasion comprising a single layer of a hydrophilic polymer selected from the group consisting of polyvinylpyrrolidone, polyvinylpyrrolidone polyvinyl acetate copolymer, and a mixture thereof, and a water-insoluble stabilizing polymer selected from the group consisting of a cellulose ester, nylon, and a mixture thereof.

2. The coating of claim 1 which is adapted to be applied to a polymer surface comprising a polymer selected from the group consisting of polyurethane, polyvinylchloride, polyacrylate, polycarbonate, polystyrene, polyester resins, polybutadiene-styrene copolymers, nylon, polypropylene, polybutylene, teflon, silicon, and polyvinyl acetal.

3. The coating of claim 1, wherein said hydrophilic polymer is selected from the group consisting of polyvinylpyrrolidone and polyvinylpyrrolidone-vinyl acetate, said stabilizing polymer is nitrocellulose, and said organic polymeric surface is polyurethane.

4. A lubricious hydrophilic coating for an organic polymeric surface which is substantially more slippery when wet than when dry, and resistant to removal by wet abrasion comprising a single layer of a hydrophilic polymer selected from the group consisting of polyvinylpyrrolidone, polyvinylpyrrolidone polyvinyl acetate copolymer, and a mixture thereof, and a water-insoluble stabilizing polymer selected from the group consisting of a cellulose ester, cellulose acetate butyrate, cellulose acetate propionate, cellulose nitrate, ethyl cellulose, and hydroxyethylcellulose, said hydrophilic polymer coating having an exposed outer surface and an interfacing surface with said polymer surface, said hydrophilic coating having a high degree of cross-linking or intermolecular mingling between said hydrophilic polymer and said polymer surface at said interfacing surface relative to said outer surface.

5. The coating of claim 4, which is adapted to be applied to a polymer surface comprising a polymer selected from the group consisting of polyurethane, polyvinylchloride, polyacrylate, polycarbonate, polystyrene, polyester resins, polybutadiene-styrene copolymers, nylon, polypropylene, polybutylene, teflon, silicon, and polyvinyl acetal.

6. The coating of claim 5, wherein the degree of lubricity and resistance to wet abrasion is controlled in part by the degree of cross-linking or intermolecular mingling between said hydrophilic polymer and said polymer surface.

7. A lubricious hydrophilic coating for an organic polymer surface, comprising a single layer of

a hydrophilic polymer having an exposed outer surface and an interfacing surface and being selected from the group consisting of polyvinylpyrrolidone, polyvinylpyrrolidone polyvinyl acetate copolymer, and a mixture thereof,

a water-insoluble stabilizing polymer selected from the group consisting of a cellulose ester, cellulose acetate butyrate, cellulose acetate propionate, cellulose nitrate, ethyl cellulose, and hydroxyethylcellulose, and

a cosolvent for both said hydrophilic polymer and said polymer surface, said hydrophilic polymer having a high degree of cross-linking or intermolecular mingling with said polymer surface interfacing said polymer surface relative to said outer surface,

said coating being substantially more slippery when wet than when dry and resistant to removal by wet abrasion.

8. A lubricious hydrophilic coating, comprising a single layer of

a lubricious hydrophilic polymer comprising polyvinylpyrrolidone, capable of penetrating a polymer surface of a substrate comprising polyurethane or polyvinyl chloride via use of a cosolvent for both polyvinylpyrrolidone and polyurethane or polyvinyl chloride, said hydrophilic polymer having an exposed outer surface and an interfacing surface with said polymer surface, said hydrophilic coating having a high degree of cross-linking or intermolecular mingling between the polyvinylpyrrolidone and polyurethane or polyvinyl chloride at said interfacing surface relative to said outer surface, and

a water-insoluble stabilizing polymer selected from the group consisting of a cellulose ester, cellulose acetate butyrate, cellulose acetate propionate, cellulose nitrate, ethyl cellulose, and hydroxyethylcellulose,

said hydrophilic coating being substantially more slippery when wet than when dry, and resistant to removal by wet abrasion, the degree of lubricity and resistance to wet removal being controlled in part by the particular cosolvent used and the amount and type of stabilizing polymer used.