BIOCOMPATIBLE, SURFACE MODIFIED MATERIALS

• US 20080002146A1
• Filed: 05/30/2007
• Published: 01/03/2008
• Est. Priority Date: 06/28/2006
• Status: Abandoned Application

• Current Assignee: Bausch & Lomb Incorporated (Bausch Health Cos., Inc.)
• Original Assignee: Bausch & Lomb Incorporated (Bausch Health Cos., Inc.)
• Inventors: Stachowski, Mark J., Uilk, Janelle
• Application Number:
  US11/755,314
• Publication Number:
  US 20080002146A1
• Time in Patent Office: Days
• US Class Current: 351/160H
• CPC Class Codes: A61F 2/14 Eye parts, e.g. lenses, corneal implants; Implanting instruments specially adapted therefor; Artificial eyes
• CPC Class Codes: A61L 27/34 Macromolecular materials
• CPC Class Codes: G02B 1/043 Contact lenses
• CPC Class Codes: Y10T 428/24 Structurally defined web or sheet [e.g., overall dimension, etc.]
• CPC Class Codes: Y10T 428/31504 Composite [nonstructural laminate]
• CPC Class Codes: Y10T 428/8305 Miscellaneous [e.g., treated surfaces, etc.]

Abstract

A biomedical device having a hydrophilic gradient surface is provided, wherein the hydrophilic gradient surface comprises (a) a first layer having a first contact angle; (b) a second layer having a second contact angle less than the first contact angle of the first layer; and (c) a third layer having a third contact angle less than the first and second contact angles of the first and second layers. A method for increasing hydrophilicity or wettability of a biomedical device having a hydrophilic gradient surface is also provided.

Claims

1. A biomedical device having a hydrophilic gradient surface, wherein the hydrophilic gradient surface comprises (a) a first layer having a first contact angle;

(b) a second layer having a second contact angle, the second contact angle being less than the first contact angle of the first layer; and

(c) a third layer having a third contact angle, the third contact angle being less than the first and second contact angles of the first and second layers.

2. The biomedical device of claim 1, wherein the first contact angle of the first layer is at least about 100 degrees as measured by the sessile drop method in a hydrophilic liquid.

3. The biomedical device of claim 1, wherein the first contact angle of the first layer is at least about 100 degrees;

(b) the second contact angle of the second layer is at least about 70 degrees; and

(c) the third contact angle of the third layer is no greater than about 69 degrees, wherein the contact angle of each layer is measured by the sessile drop method in a hydrophilic liquid.

4. The biomedical device of claim 1, wherein the first contact angle of the first layer is no greater than about 120 degrees;

(b) the second contact angle of the second layer is from about 70 to about 99 degrees; and

(c) the third contact angle of the third layer is no greater than about 69 degrees, wherein the contact angle of each layer is measured by the sessile drop method in a hydrophilic liquid.

5. The biomedical device of claims 1-4, wherein the contact angle of each respective layer is determined with a sessile drop of deionized water.

6. The biomedical device of claims 1-5, wherein the first layer is a carbonaceous layer, and the second and third layers comprise one or more hydrophilic polymers.

7. The biomedical device of claims 1-5, wherein the first layer is a carbonaceous layer, the second layer comprises a first hydrophilic polymer having chains attached to the carbonaceous layer wherein the points of attachment are the result of the reaction of complementary reactive functionalities in monomeric units along the hydrophilic polymer with reactive functionalities on the carbonaceous layer, and the third layer comprises a second hydrophilic polymer.

8. The biomedical device of claims 1-5, wherein the first layer is a poly(butadiene) and the second and third layers comprise a hydrophilic polymer, copolymer or terpolymer comprising one or more alkylene oxide units.

9. The biomedical device of claims 1-5, wherein the first layer is a poly(butadiene) and the second and third layers comprise a hydrophilic polymer, copolymer or terpolymer comprising one or more C₁-C₄ alkylene oxide units.

10. The biomedical device of claims 1-5, wherein the first layer comprises a poly(butadiene), the second layer comprises a hydrophilic polymer, copolymer or terpolymer comprising one or more butylene oxide units and/or propylene oxide units and the third layer comprises a hydrophilic polymer, copolymer or terpolymer comprising one or more ethylene oxide units.

11. The biomedical device of claims 1-5, wherein the first, second and third layers comprises a hydrophilic polymer.

12. The biomedical device of claims 1-5, wherein the first, second and third layers comprises a hydrophilic polymer, copolymer or terpolymer comprising one or more alkylene oxide units.

13. The biomedical device of claims 1-5, wherein the first layer comprises a hydrophilic polymer, copolymer or terpolymer comprising one or more butylene oxide units, the second layer comprises a hydrophilic polymer, copolymer or terpolymer comprising one or more propylene oxide units and the third layer comprises a hydrophilic polymer, copolymer or terpolymer comprising one or more ethylene oxide units.

14. The biomedical device of claims 1-5, wherein the first layer comprises a poly(butylene) oxide, the second layer comprises a poly(propylene) oxide, and the third layer comprises a poly(ethylene) oxide.

15. The biomedical device of claims 6, 7 and 11, wherein the hydrophilic polymers are obtained from the polymerization of a monomeric mixture comprising one or more hydrophilic monomers.

16. The biomedical device of claim 15, wherein the monomeric mixture further comprises one or more hydrophobic monomers.

17. The biomedical device of claims 15 and 16, wherein the hydrophilic monomers are selected from the group consisting of amines, acrylamides, lactams, alkylene oxides, methacrylic acid and hydroxyalkyl methacrylates.

18. The biomedical device of claims 1-5, wherein the second and third layers comprise one or more hydrophilic polymers.

19. The biomedical device of claims 1-18, which is a silicone hydrogel, continuous-wear contact lens.

20. A method for increasing hydrophilicity or wettability of a biomedical device having a hydrophilic gradient surface, the method comprising applying to the surface of the biomedical device a hydrophilic gradient coating comprising (a) a first layer having a first contact angle;

(b) a second layer having a second contact angle, the second contact angle being less than the first contact angle of the first layer; and

(c) a third layer having a third contact angle, the third contact angle being less than the first and second contact angles of the first and second layers.

21. The method of claim 20, wherein the first contact angle of the first layer is at least about 100 degrees as measured by the sessile drop method in a hydrophilic liquid.

22. The method of claim 20, wherein the first contact angle of the first layer is at least about 100 degrees;

(b) the second contact angle of the second layer is at least about 70 degrees; and

(c) the third contact angle of the third layer is no greater than about 69 degrees, wherein the contact angle of each layer is measured by the sessile drop method in a hydrophilic liquid.

23. The method of claim 20, wherein the first contact angle of the first layer is no greater than about 120 degrees;

(b) the second contact angle of the second layer is from about 70 to about 99 degrees; and

(c) the third contact angle of the third layer is no greater than about 69 degrees, wherein the contact angle of each layer is measured by the sessile drop method in a hydrophilic liquid.

24. The method of claims 20-23, wherein the contact angle of each respective layer is determined with a sessile drop of deionized water.

25. The method of claims 20-24, wherein the first layer is a carbonaceous layer, and the second and third layers comprise one or more hydrophilic polymers.

26. The method of claims 20-24, wherein the first layer is a carbonaceous layer, the second layer comprises a first hydrophilic polymer having chains attached to the carbonaceous layer wherein the points of attachment are the result of the reaction of complementary reactive functionalities in monomeric units along the hydrophilic polymer with reactive functionalities on the carbonaceous layer, and the third layer comprises a second hydrophilic polymer.

27. The method of claims 20-24, wherein the first layer is a poly(butadiene) and the second and third layers comprise a hydrophilic polymer, copolymer or terpolymer comprising one or more alkylene oxide units.

28. The method of claims 20-24, wherein the first layer is a poly(butadiene) and the second and third layers comprise a hydrophilic polymer, copolymer or terpolymer comprising one or more C₁-C₄ alkylene oxide units.

29. The method of claims 20-24, wherein the first layer comprises a poly(butadiene), the second layer comprises a hydrophilic polymer, copolymer or terpolymer comprising one or more butylene oxide units and/or propylene oxide units and the third layer comprises a hydrophilic polymer, copolymer or terpolymer comprising one or more ethylene oxide units.

30. The method of claims 20-24, wherein the first, second and third layers comprises a hydrophilic polymer.

31. The method of claims 20-24, wherein the first, second and third layers comprises a hydrophilic polymer, copolymer or terpolymer comprising one or more alkylene oxide units.

32. The method of claims 20-24, wherein the first layer comprises a hydrophilic polymer, copolymer or terpolymer comprising one or more butylene oxide units, the second layer comprises a hydrophilic polymer, copolymer or terpolymer comprising one or more propylene oxide units and the third layer comprises a hydrophilic polymer, copolymer or terpolymer comprising one or more ethylene oxide units.

33. The method of claims 20-24, further comprising pretreating the surface of the device with a carbonaceous layer and wherein the first layer of the hydrophilic gradient comprises a hydrophilic polymer, copolymer or terpolymer comprising one or more butylene oxide units, the second layer comprises a hydrophilic polymer, copolymer or terpolymer comprising one or more propylene oxide units;

and the third layer comprises a hydrophilic polymer, copolymer or terpolymer comprising one or more ethylene oxide units.

34. The method of claims 25, 26 and 30, wherein the hydrophilic polymers are obtained from the polymerization of a monomeric mixture comprising one or more hydrophilic monomers.

35. The method of claim 34, wherein the monomeric mixture further comprises one or more hydrophobic monomers.

36. The method of claims 34 and 35, wherein the hydrophilic monomers are selected from the group consisting of amines, acrylamides, lactams, alkylene oxides, methacrylic acid and hydroxyalkyl methacrylates.

37. The method of claims 20-24, wherein the second and third layers comprise one or more hydrophilic polymers.

38. The method of claims 20-37, wherein the biomedical device is a silicone hydrogel, continuous-wear contact lens.