IP Library Granted Patent US 8,999,312
Granted Patent B2
US 8,999,312 · App. 13/151,991 · Granted Apr 7, 2015

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

Inventors: James W. Davis (Argyle, TX); Howard Allen Ketelson (Dallas, TX)
Assignee: Alcon Research, Ltd.
C11D3/48A61L12/124A61L12/142C11D1/008C11D3/0078C11D3/3947
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Quick Facts
Patent No.
US 8,999,312
App. No.
13/151,991
Granted
Apr 7, 2015
Kind
B2
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 (19)

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

wherein R is independently selected from the group consisting of hydrogen, methyl, ethyl, propyl and butyl; m is an integer having an average value of −10 to 1000; and n is an integer having an average value of 2 to 4.

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.

Assignments (3)
CONFIRMATORY DEED OF ASSIGNMENT EFFECTIVE APRIL 8, 2019 Recorded Dec 14, 2019
From: ALCON RESEARCH, LLC
To: ALCON INC.
Reel/Frame 051293/0444 →
MERGER Recorded Dec 11, 2019
From: ALCON RESEARCH, LTD.
To: ALCON RESEARCH, LLC
Reel/Frame 051257/0562 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 2, 2011
From: DAVIS, JAMES W.; KETELSON, HOWARD ALLEN
To: ALCON RESEARCH, LTD
Reel/Frame 026382/0174 →
Continuity (2)
Provisional Application 61350787 · Jun 2, 2010
Related Publication 20110300019A1 · Dec 8, 2011