Use of PBO-PEO-PBO block copolymers in ophthalmic compositions

• US 8,999,312 B2
• Filed: 06/02/2011
• Issued: 04/07/2015
• Est. Priority Date: 06/02/2010
• Status: Active Grant

• Current Assignee: Alcon Research, LLC (Alcon Incorporated)
• Original Assignee: Alcon Research Limited (Nestle SA)
• Inventors: Davis, James W., Ketelson, Howard Allen
• Primary Examiner(s): Chorbaji, Monzer R
• Application Number:
  US13/151,991
• Publication Number:
  US 20110300019A1
• Time in Patent Office: 1,405 Days
• Field of Search: 424/76.8, 252/79.1, 252/186.1, 252/380, 510/108, 422/1, 422/28, 422/32
• US Class Current: 424/76.8
• CPC Class Codes: A01N 25/30 characterised by the surfactants
• CPC Class Codes: A01N 59/00 Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
• CPC Class Codes: A61L 12/124 Hydrogen peroxide; Peroxy compounds
• CPC Class Codes: A61L 12/142 Polymeric biguanides
• CPC Class Codes: C11D 1/008 Polymeric surface-active agents
• CPC Class Codes: C11D 3/0078 Compositions for cleaning contact lenses, spectacles or lenses
• CPC Class Codes: C11D 3/3947 Liquid compositions
• CPC Class Codes: C11D 3/48 Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions

Abstract

The use of poly(oxybutylene)-poly(oxyethylene)-poly(oxybutylene) block copolymers in pharmaceutical compositions useful, for modifying the surfaces of contact lenses and other medical devices is disclosed. The present invention is based in-part on a discovery that this class of compounds is particularly efficient in wetting hydrophobic surfaces, such as the surfaces of silicone hydrogel contact lenses and other types of ophthalmic lenses, but do not induce foaming when used in conjunction with a peroxide-based contact lens disinfection regimen. Such compounds may also be useful for cleaning purposes. The use of the compounds as surfactants in peroxide-based compositions for disinfecting contact lenses therefore represents a preferred embodiment of the present invention.

Claims

1. An ophthalmic composition for disinfecting contact lenses comprising an effective amount of at least one poly(oxybutylene)-poly(oxyethylene)-poly(oxybutylene) block copolymer of the formula (BO)n(EO)m(BO)n, wherein m is an integer having an average value of 5 to 1000 and n is an integer having an average value of 2 to 4 having a molecular weight in the range of 500 to 12,000 Daltons and a concentration of peroxide of about 3% or more and an ophthalmically acceptable vehicle therefor, wherein the composition does not foam excessively upon neutralization with a metal catalyst.

2. A composition according to claim 1, wherein m ranges from 45 to 182.

3. A composition according to claim 2, wherein the average value of m is selected from the group consisting of 45, 90 and 182 and the average value of n is 3.

4. A method of disinfecting a contact lens, said method comprising (a) contacting a contact lens with a composition according to claim 3 and (b) neutralizing said hydrogen peroxide by catalytic decomposition with a metal catalyst.

5. A method of disinfecting a contact lens, said method comprising (a) contacting a contact lens with a composition according to claim 2 and (b) neutralizing said hydrogen peroxide by catalytic decomposition with a metal catalyst.

6. A composition according claim 1, wherein the poly(oxybutylene)-poly(oxyethylene)-poly(oxybutylene) block copolymer is of the formula

7. A composition according to claim 6, wherein R is independently selected from the group consisting of methyl and hydrogen, and the average value of m is selected from the group consisting of 45, 90 and 182, and the average value of n is 3.

8. A method of disinfecting a contact lens, said method comprising (a) contacting a contact lens with a composition according to claim 7 and (b) neutralizing said hydrogen peroxide by catalytic decomposition with a metal catalyst.

9. A method of disinfecting a contact lens, said method comprising (a) contacting a contact lens with a composition according to claim 6 and (b) neutralizing said hydrogen peroxide by catalytic decomposition with a metal catalyst.

10. A composition according to claim 1, further comprising an effective amount of a poly(oxyethylene)-poly(oxypropylene) block copolymer.

11. A composition according to claim 10, wherein the poly(oxyethylene)-poly(oxypropylene) block copolymer is of the formula.

12. A method of disinfecting a contact lens, said method comprising (a) contacting a contact lens with a composition according to claim 11 and (b) neutralizing said hydrogen peroxide by catalytic decomposition with a metal catalyst.

13. A method of disinfecting a contact lens, said method comprising (a) contacting a contact lens with a composition according to claim 10 and (b) neutralizing said hydrogen peroxide by catalytic decomposition with a metal catalyst.

14. A composition according to claim 1, wherein the solution contains said block copolymer at a concentration of 0.001 to 1% w/v.

15. A method of disinfecting a contact lens, said method comprising (a) contacting a contact lens with a composition according to claim 14 and (b) neutralizing said hydrogen peroxide by catalytic decomposition with a metal catalyst.

16. A composition according to claim 1, wherein the ratio of m to n is in the range of 14:

1 to 60;

1.

17. A method of disinfecting a contact lens, said method comprising (a) contacting a contact lens with a composition according to claim 16 and (b) neutralizing said hydrogen peroxide by catalytic decomposition with a metal catalyst.

18. A method of disinfecting a contact lens, said method comprising (a) contacting a contact lens with a composition according to claim 1 and (b) neutralizing said hydrogen peroxide by catalytic decomposition with a metal catalyst.