Contact lenses comprising water soluble N-(2 hydroxyalkyl) (meth)acrylamide polymers or copolymers

Patent metadata

Field	Value
Publication number	US-9297929-B2
Application number	US-201313899676-A
Country	US
Kind code	B2
Filing date	May 22, 2013
Priority date	May 25, 2012
Publication date	Mar 29, 2016
Grant date	Mar 29, 2016

Abstract

The present invention relates to biomedical devices, and particularly contact lenses comprising a polymer having entangled therein at least one polymer comprising repeating units from N-(2-hydroxyalkyl)(meth)acrylamide.

First claim

The invention claimed is:

1. A medical device comprising a cross-linked polymer matrix and at least one water soluble, non-reactive hydrophilic polymer comprising less than 20 mol % anionic repeating units and repeating units derived from N-(2-hydroxyalkyl)(meth)acrylamide of Formula I

Wherein R 1 is hydrogen or methyl,
R 2 is H or a C 1-4 alkyl substituted with at least one hydroxyl group; and
R 3 is a C 1-4 alkyl substituted with at least one hydroxyl group;

wherein said water soluble, non-reactive hydrophilic polymer has a degree of polymerization of about 100 to about 100,000 and is free of terminal, hydrophobic polymer blocks.

2. The device of claim 1 wherein said cross-linked polymer matrix is uncharged.

3. The device of claim 1 wherein said device is a contact lens formed from a hydrogel comprising at least one hydrophilic component.

4. The device of claim 1 wherein said cross-linked polymer matrix is formed from a mixture of reactive components and said non-reactive hydrophilic polymer is present in an amount between about 1 to about 20 weight percent, based upon the total of all reactive components and hydrophilic polymer.

5. The device of claim 4 wherein said non-reactive hydrophilic polymer is present in an amount between about 3 to about 15 percent, based upon the total of all reactive components and said non-reactive hydrophilic polymer.

6. The device of claim 4 wherein said hydrophilic polymer is present in an amount between about 5 to about 12 weight percent, based upon the total of all reactive components and said non-reactive hydrophilic polymer.

7. The device of claim 1 wherein said hydrophilic polymer has a degree of polymerization between about 500 and about 10,000.

8. The device of claim 1 wherein said non-reactive hydrophilic polymer is linear or branched.

9. The device of claim 1 wherein said non-reactive hydrophilic polymer has a degree of polymerization between about 500 and about 7,500.

10. The device of claim 1 wherein said non-reactive hydrophilic polymer has a degree of polymerization between about 500 and about 2000.

11. The device of claim 1 wherein said non-reactive hydrophilic polymer is not cross-linked.

12. The device of claim 1 wherein said non-reactive hydrophilic polymer is free of repeating units capable of crosslinking under free radical polymerization conditions.

13. The device of claim 1 wherein said non-reactive hydrophilic polymer is free of repeating units derived from bioactive linker group.

14. The device of claim 1 wherein said non-reactive hydrophilic polymer is either a homopolymer or a random copolymer.

15. The device of claim 1 wherein said non-reactive hydrophilic polymer comprises less than about 10 mol % anionic repeating units.

16. The device of claim 1 wherein said non-reactive hydrophilic polymer is non-ionic.

17. The device of claim 1 wherein R 3 is selected from the group consisting of, 2-hydroxypropyl, 3-hydroxypropyl, 2,3-dihydroxypropyl, 4-hydroxy butyl, 2-hydroxy-1,1-bis(hydroxymethyl)ethyl.

18. The device of claim 1 wherein said N-(2-hydroxyalky)(meth)acrylamide is selected from the group consisting of N-(2-hydroxy propyl)(meth)acrylamide, N-(3-hydroxypropyl)(meth)acrylamide, N-(2-hydroxyethyl)(meth)acrylamide, and

And mixtures thereof.

19. The device of claim 1 wherein said N-(2-hydroxyalky)(meth)acrylamide is selected from the group consisting of N-(2-hydroxypropyl)(meth)acrylamide, and N,N-bis(2-hydroxyethyl)acrylamide.

20. The device of claim 1 wherein said N-(2-hydroxyalky)(meth)acrylamide comprises N-(2-hydroxypropyl) methacrylamide.

21. The device of claim 1 wherein said crosslinked polymer matrix comprises hydrogen bond accepting groups.

22. The device of claim 21 wherein said hydrogen bond accepting groups are selected from groups consisting of amide groups, amine groups, ethers, fluorines and combinations thereof.

23. The device of claim 21 wherein said hydrogen bond accepting groups are selected from the group consisting of pyrrolidone groups, amide groups, and combinations thereof.

24. The device of claim 1 wherein said polymer matrix comprises a silicone hydrogel.

25. The device of claim 1 wherein said device is an ophthalmic device.

26. The device of claim 25 wherein said ophthalmic device is selected from the group consisting of contact lenses, intraocular lenses, punctal plugs and ocular inserts.

Assignees

• Johnson & Johnson Vision Care

Inventors

• Scales Charles W
• Mccabe Kevin P
• Healy Brent Matthew

Classifications

• G02B1/043 Primary

  Contact lenses · CPC title