IP Library Granted Patent US 9,574,160
Granted Patent B2
US 9,574,160 · App. 12/947,614 · Granted Feb 21, 2017

Use of PEO-PBO block copolymers in ophthalmic compositions

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Quick Facts
Patent No.
US 9,574,160
App. No.
12/947,614
Granted
Feb 21, 2017
Kind
B2
Abstract

The use of 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. Such compounds are also useful for cleaning purposes. The use of the compounds as surfactants in various types of compositions for treating contact lenses therefore represents a preferred embodiment of the present invention.

Claims (19)

1. A method of treating a contact lens to modify the surface characteristics of the lens or clean the lens, which comprises applying to a silicone hydrogel contact lens an ophthalmic composition comprising 0.01 to about 1 weight/volume percent of at least one poly(oxyethylene)-poly(oxybutylene) block copolymer wherein the poly(oxyethylene)-poly(oxybutylene) block copolymer is of the formula (EO)m(BO)n, wherein m is an integer having an average value of 20 to 45 and n is an integer having an average value of 5 to 14 and m is greater than n, having a molecular weight in the range of 500 to 100,000 Daltons and an ophthalmically acceptable vehicle therefor.

2. A method according to claim 1 , wherein the ratio of m to n is in the range of about 2:1 to about 6:1.

3. A method according to claim 2 , wherein the ratio of m to n is in the range of about 3:1 to about 6:1.

4. A method according to claim 3 , wherein the average value of m is 45 and the average value of n is 10.

5. A method according to claim 1 , wherein the poly(oxyethylene)-poly(oxybutylene) block copolymer has a molecular weight in the range of 1,000 to 50,000 Daltons.

6. A method according to claim 5 , wherein the poly(oxyethylene)-poly(oxybutylene) block copolymer has a molecular weight in the range of 2,000 to 10,000 Daltons.

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

wherein R is selected from the group consisting of hydrogen, methyl, ethyl, propyl and butyl; m is an integer having an average value of 20 to 45; and n is an integer having an average value of 5 to 14.

8. A method according to claim 7 , wherein R is methyl; m has an average value of 45; and n has an average value of 10.

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

10. A method according to claim 9 , wherein the poly(oxyethylene)-poly(oxybutylene) block copolymer comprises poloxamine 1304.

11. A method according to claim 1 , wherein the composition is a sterile aqueous solution for treating a contact lens, said solution having an osmolality of 200 to 400 milliosmoles/kilogram.

12. A method according to claim 11 , further comprising an ophthalmically acceptable antimicrobial agent in an amount effective to disinfect a contact lens.

13. A method according to claim 12 , wherein said antimicrobial agent comprises polyquatemium-1.

14. A method according to claim 1 , wherein the block copolymer concentration is 0.05% to 0.5% w/v.

15. A method according to claim 14 , wherein the block copolymer concentration is 0.1% to 0.2% w/v.

16. A method according to claim 15 , wherein the block copolymer concentration is 0.1% w/v.

17. A method according to claim 7 , wherein R is methyl; m has an average value of 45; and n has an average value of 14.

18. A method according to claim 7 , wherein R is methyl; m has an average value of 20; and n has an average value of 5.

Assignments (5)
CONFIRMATORY DEED OF ASSIGNMENT EFFECTIVE APRIL 8, 2019 Recorded Jul 23, 2020
From: ALCON RESEARCH, LLC
To: ALCON INC.
Reel/Frame 053293/0484 →
MERGER Recorded Jul 21, 2020
From: ALCON RESEARCH, LTD.
To: ALCON RESEARCH, LLC
Reel/Frame 053273/0022 →
CONFIRMATORY DEED OF ASSIGNMENT EFFECTIVE APRIL 8, 2019 Recorded Dec 10, 2019
From: NOVARTIS AG
To: ALCON INC.
Reel/Frame 051454/0788 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 11, 2016
From: KETELSON, HOWARD ALLEN; MCQUEEN, NATHANIEL D.
To: ALCON MANUFACTURING, LTD.
Reel/Frame 039117/0073 →
MERGER Recorded Jul 11, 2016
From: ALCON MANUFACTURING, LTD.
To: ALCON RESEARCH, LTD.
Reel/Frame 039117/0174 →