Articles prepared from water-based hydrophilic coating compositions

• US 6,238,799 B1
• Filed: 02/07/1997
• Issued: 05/29/2001
• Est. Priority Date: 02/09/1996
• Status: Expired due to Term

• Current Assignee: Surface Solutions Laboratories Incorporated
• Original Assignee: Surface Solutions Laboratories Incorporated
• Inventors: Opolski, Margaret P.
• Primary Examiner(s): Reddick, Judy M.
• Application Number:
  US08/796,987
• Time in Patent Office: 1,572 Days
• Field of Search: 524/500, 524/503, 524/507, 428/423.1, 428/423.5, 428/425.1, 428/424.2, 428/411.1, 428/34.3, 428/36.5, 521/57, 427/222, 604/265
• US Class Current: 428/423.1
• CPC Class Codes: A61L 27/34 Macromolecular materials
• CPC Class Codes: A61L 29/085 Macromolecular materials
• CPC Class Codes: A61L 31/10 Macromolecular materials
• CPC Class Codes: C08G 18/833 by nitrogen containing compounds by azo compounds C08G18/85
• CPC Class Codes: C08L 2666/02 Organic macromolecular compounds, natural resins, waxes or and bituminous materials
• CPC Class Codes: C08L 2666/04 Macromolecular compounds according to groups C08L7/00 - C08L49/00, or C08L55/00 - C08L57/00; Derivatives thereof
• CPC Class Codes: C08L 2666/14 Macromolecular compounds according to C08L59/00 - C08L87/00; Derivatives thereof
• CPC Class Codes: C08L 2666/16 Addition or condensation polymers of aldehydes or ketones according to C08L59/00 - C08L61/00; Derivatives thereof
• CPC Class Codes: C08L 2666/20 Macromolecular compounds having nitrogen in the main chain according to C08L75/00 - C08L79/00; Derivatives thereof
• CPC Class Codes: C08L 2666/22 Macromolecular compounds not provided for in C08L2666/16 - C08L2666/20
• CPC Class Codes: C08L 39/06 Homopolymers or copolymers of N-vinyl-pyrrolidones
• CPC Class Codes: C08L 61/20 Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen with aminophenols C08L61/04
• CPC Class Codes: C08L 71/02 Polyalkylene oxides
• CPC Class Codes: C08L 75/04 Polyurethanes
• CPC Class Codes: C09D 133/062 Copolymers with monomers not covered by C09D133/06
• CPC Class Codes: C09D 175/04 Polyurethanes
• CPC Class Codes: C09D 201/02 characterised by the presence of specified groups , e.g. terminal or pendant functional groups
• CPC Class Codes: Y10T 428/1307 Bag or tubular film [e.g., pouch, flexible food casing, envelope, etc.]
• CPC Class Codes: Y10T 428/1376 Foam or porous material containing
• CPC Class Codes: Y10T 428/31504 Composite [nonstructural laminate]
• CPC Class Codes: Y10T 428/31511 : Of epoxy ether
• CPC Class Codes: Y10T 428/31551 : Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
• CPC Class Codes: Y10T 428/31562 : Next to polyamide [nylon, etc.]
• CPC Class Codes: Y10T 428/31573 : Next to addition polymer of ethylenically unsaturated monomer
• CPC Class Codes: Y10T 428/31591 : Next to cellulosic
• CPC Class Codes: Y10T 428/31855 : Of addition polymer from unsaturated monomers
• CPC Class Codes: Y10T 428/31862 : Melamine-aldehyde
• CPC Class Codes: Y10T 428/3188 : Next to cellulosic
• CPC Class Codes: Y10T 428/31909 : Next to second addition polymer from unsaturated monomers
• CPC Class Codes: Y10T 428/31928 : Ester, halide or nitrile of addition polymer

Abstract

A water-based coating composition suitable for preparing hydrophilic surfaces on various articles is provided which includes a supporting polymer having functional moieties capable of undergoing crosslinking reactions, said supporting polymer soluble in or emulsified in an aqueous based medium; and a hydrophilic polymer, said hydrophilic polymer associated with the supporting polymer. The composition is characterized in that, when crosslinked at the functional moieties, the supporting polymer forms a three-dimensional network which substantially minimizes disassociation of the hydrophilic polymer.

Claims

1. A coated article, comprising:

an article having a hydrophilic coating thereon, said coating comprising;

a polyurethane polymer matrix, said polyurethane polymer having an equivalent weight of functional moiety pendant to the polyurethane backbone in the range of about 1000 to 2805 g/eq. and forming a three-dimensional network, said network consisting essentially of said polyurethane backbone and crosslinking bridges at said pendant functional moiety; and

a hydrophilic polymer, said hydrophilic polymer associated with said polyurethane polymer matrix,

the polyurethane polymer matrix having a crosslink density such that the coating retains slip for up to 24 hours in ambient aqueous medium.

2. The coated article of claim 1, wherein the hydrophilic polymer is selected from the group consisting of poly(vinylpyrrolidone), poly(ethylene oxide), poly(propylene oxide), polyacrylamide, methyl cellulose, polyacrylic acids, polyvinyl alcohols, and polyvinyl ethers.

3. The coated article of claim 1, wherein the crosslinking bridges are selected from the group consisting of moieties derived from aziridine, carbodiimide, epoxides, unsaturated carbon-carbon and carbon-heteroatom bonds, ionic Zn, Ca and Mg, and melamine/urea condensates.

4. The coated article of claim 1, wherein the functional moiety is selected from the group consisting of amino, hydroxyl, amido, carboxylic acid, sulfhydryl, unsaturated carbon-carbon and carbon-heteroatom bonds.

5. The coated article of claim 1, wherein the crosslink density is in the range of 100-10,000 g/equivalent crosslink.

6. The coated article of claim 1, wherein the crosslink density is in the range of 100-1000 g/equivalent crosslink.

7. The coated article of claim 1, wherein the polymer of said polymer matrix has a weight average molecular weight in the range of 5,000 to 10,000,000.

8. The coated article of claim 1, wherein the polymer of said polymer matrix has a weight average molecular weight in the range of 30,000 to 100,000.

9. The coated article of claim 1, wherein the polymer of the polymer matrix and the hydrophilic polymer are present in a ratio in the range of 1:

10 to 20;

1.

10. The coated article of claim 1, wherein the polymer of the polymer matrix and the hydrophilic polymer are present in a ratio in the range of 1:

3 to 5;

1.

11. The coated article of claim 1, further comprising:

one or more additives selected from the group consisting of co-solvents, plasticizers, anti-foaming agents, anti-crater agents, coalescing solvents, bioactive agents, antimicrobial agents, antithrombogenic agents, antibiotics, pigments, paint additives, radiopacifiers and ion conductors.

13. The coated article of claim 1, wherein said functional pendant moiety comprises an organic acid moiety.

14. The coated article of claim 1, wherein said polyurethane backbone comprises a condensation product with an organic acid, wherein said organic acid provides said acid functional moiety.

12. A coated medical device, comprising:

a medical device having a surface coated with a hydrophilic coating, said hydrophilic coating comprising;

a three-dimensional polyurethane polymer matrix, said polyurethane polymer having an equivalent weight of functional moiety pendant to the polyurethane backbone of about 1000 to 2805 g/eq. and forming a three-dimensional network, said network consisting essentially of said polyurethane backbone and crosslinking bridges at said pendent functional moiety; and

a poly(vinylpyrrolidone) hydrophilic polymer, said poly(vinylpyrrolidone) polymer associated with said polyurethane polymer,

the polyurethane polymer matrix having a crosslink density such that the coating retains slip for up to 24 hours in ambient aqueous medium.