IP Library Granted Patent US 9,498,035
Granted Patent B2
US 9,498,035 · App. 14/109,979 · Granted Nov 22, 2016

Silicone hydrogel contact lenses for sustained release of beneficial polymers

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Quick Facts
Patent No.
US 9,498,035
App. No.
14/109,979
Granted
Nov 22, 2016
Kind
B2
Abstract

Silicone hydrogel contact lenses comprising an ionic component sustain release of beneficial cationic polymers.

Claims (23)

1. An unworn silicone hydrogel contact lens immersed in a packaging solution and sealed in a package, said contact lens comprising:

a) a hydrated polymerization product of a monomer mixture comprising at least one silicone monomer and at least one anionic monomer in an amount to provide the polymerization product with an ionic content of about 0.6% to about 2.2%; and

b) a cationic polymer having a molecular weight of about 1,500 to 30,000 electrostatically attached to the hydrated polymerization product, wherein the contact lens sustains release of the cationic polymer for at least 6 hours.

2. The contact lens of claim 1 , wherein the at least one anionic monomer is selected from (meth)acrylic acid, acrylic acid, crotonic acid, and trimethylsilyl methacrylate.

3. The contact lens of claim 1 , wherein the ionic content is about 1.0% to about 2.0%.

4. The contact lens of claim 1 , wherein the ionic content is about 1.6% to about 1.8%.

5. The contact lens of claim 1 , wherein the cationic polymer has a molecular weight of about 3,000 to 15,000.

6. The contact lens of claim 1 , wherein the cationic polymer has a molecular weight of about 15,000 to 30,000.

7. The contact lens of claim 1 , wherein the cationic polymer is an antimicrobial peptide.

8. The contact lens of claim 1 , wherein the contact lens sustains release of the cationic polymer for at least 8 hours.

9. The contact lens of claim 1 , wherein the packaging solution comprises from about 50 ppm to about 10,000 ppm of the cationic polymer prior to contact with the hydrogel.

10. The contact lens of claim 1 , wherein the packaging solution has an ionic strength of less than about 0.15.

11. The contact lens of claim 1 , wherein the monomer mixture further comprises at least one hydrophilic monomer selected from N-vinyl-N-methylacetamide (VMA), N-vinyl pyrrolidone (NVP), or a combination thereof.

12. An unworn silicone hydrogel contact lens immersed in a packaging solution and sealed in a package, said contact lens comprising a hydrated polymerization product of a monomer mixture comprising: at least one silicone monomer; at least one hydrophilic monomer selected from N-vinyl-N-methylacetamide (VMA), N-vinyl pyrrolidone (NVP), or a combination of both VMA and NVP; and at least one carboxylic-acid-containing monomer in an amount to provide the hydrated polymerization product with an ionic content of about 1.0% to about 2.2%.

13. The contact lens of claim 12 , wherein the carboxylic-acid containing monomer is selected from (meth)acrylic acid, acrylic acid, crotonic acid, and trimethylsilyl methacrylate.

14. The contact lens of claim 12 , wherein the ionic content is about 1.0% to about 2.0%.

15. The contact lens of claim 12 , wherein the ionic content is about 1.6% to about 1.8%.

16. The contact lens of claim 12 , wherein the monomer mixture comprises about 25 wt. % to about 75 wt. % of the hydrophilic monomer.

17. The contact lens of claim 12 , wherein the monomer mixture comprises about 35 wt. % to about 55 wt. % of VMA.

18. The contact lens of claim 12 , further comprising a cationic polymer having a molecular weight of about 2,000 to 30,000 electrostatically attached to the hydrated polymerization product, wherein the contact lens sustains release of the cationic polymer for at least 6 hours.

19. A method of replenishing the contact lens of claim 1 with cationic polymer after it has been worn, comprising storing the worn contact lens in a multi-purpose contact lens care solution (MPS) that comprises additional cationic polymer, wherein the additional cationic polymer incorporates into the contact lens during the storage.

20. A method of manufacturing the silicone hydrogel contact lens of claim 1 , said method comprising: polymerizing the monomer mixture to provide a lens-shaped polymerization product; optionally hydrating the polymerization product to form a hydrogel; immersing the polymerization product or hydrogel in the packaging solution; sealing the package; and optionally sterilizing the sealed package by autoclave.

21. The method of claim 19 , wherein the monomer mixture comprises trimethylsilyl methacrylate (TMSMA) and wherein the monomer mixture is polymerized in a polypropylene mold.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 10, 2020
From: COOPERVISION INTERNATIONAL HOLDING COMPANY, LP
To: COOPERVISION INTERNATIONAL LIMITED
Reel/Frame 054370/0631 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 9, 2014
From: LUK, ANDREW; ROGERS, VICTORIA; GE, JUNHAO; XUE, HONG; LIU, YUWEN; BACK, ARTHUR; ZHANG, YUN; YE, YING; ZHU, PETER
To: COOPERVISION, INC.
Reel/Frame 032865/0117 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 9, 2014
From: COOPERVISION, INC.
To: COOPERVISION INTERNATIONAL HOLDING COMPANY, LP
Reel/Frame 032865/0148 →