Ophthalmic compositions comprising polyether substituted polymers

Patent metadata

Field	Value
Publication number	US-9297928-B2
Application number	US-99471704-A
Country	US
Kind code	B2
Filing date	Nov 22, 2004
Priority date	Nov 22, 2004
Publication date	Mar 29, 2016
Grant date	Mar 29, 2016

Abstract

The present invention relates to ophthalmic solutions and devices comprising at least one water soluble polymer having a molecular weight of at least about 500,000 Daltons and linear or branched polyether pendant groups having a molecular weight of at least about 300.

First claim

We claim:

1. A ophthalmic device comprising a polymer matrix and entrapped therein at least one water soluble polymer having a molecular weight of about 500,000 Daltons or greater and comprising linear or branched polyether pendant groups having a molecular weight of about 300 or greater and wherein said polyether pendant groups result from polymerizing monomers of the Formula I
A-[(CZ p H q ) y —O] n —CH m —X 3-m

wherein n is 7 or greater; Z is a C 1 -C 6 alkyl group which may be unsubstituted or substituted with hydroxyl, carboxylic acids, esters, acyl halides, amines, amides, ketones, aldehydes, halides, sulfides, mercaptans, quartenary ammonium salts and combinations thereof, q is 0, 1 or 2 and p is 2-q, y is 2 to 4, m is 1 or 2; A is any free radical polymerizable group and X is selected from straight or branched C1-16 alkyl groups which may be unsubstituted or substituted with a substituent independently selected from the group consisting of carboxylic acids, esters, acyl halides, amines, amides, ketones, aldehydes, halides, sulfides, mercaptans, quartenary ammonium salts and combinations thereof.

2. The device of claim 1 wherein X is selected from is selected from substituted or unsubstituted straight or branched C1-12 alkyl groups.

3. The device of claim 1 wherein said alkyl group is substituted with a group selected from the group consisting of carboxylic acids, esters, acyl halides, amines, amides, ketones, aldehydes, halides, sulfides, mercaptans, quartenary ammonium salts and combinations thereof.

4. The device of claim 1 wherein n is an integer of between 7 to 50.

5. The device of claim 1 wherein n is an integer of between 7 to 40.

6. The device of claim 1 wherein said polymer comprises at least 20% backbone units, based upon all backbone units in said polymer, having a pendant group bound thereto.

7. The device of claim 1 wherein said polymer comprises at least 30% backbone units, based upon all backbone units in said polymer, having a pendant group bound thereto.

8. The device of claim 1 wherein at least 20% of said pendant groups, based upon all pendant groups in said polymer, are polyether pendant groups of Formula I.

9. The device of claim 1 wherein at least 60% of said pendant groups, based upon all pendant groups in said polymer, are polyether pendant groups of Formula I.

10. The device of claim 1 wherein at least 75% of said pendant groups, based upon all pendant groups in said polymer, are polyether pendant groups of Formula I.

11. The device of claim 1 wherein said pendant groups further comprise at least one second pendant group selected from the group consisting of silicones, sugars, carbohydrates, polyethers, amides, lactams, sulfonic acids, sulfonates, amines, hydroxyls, ethers, esters, aldehydes, ketones, amino acids, methacrylated long chain hydrocarbons, polymerizable ionic compounds, reactive latent compounds which may be converted to ionic groups after the water soluble polymer is polymerized and combinations thereof.

12. The device of claim 1 wherein said pendant groups further comprise at least one second pendant group selected from the group consisting of amides, lactams, glycosylated materials, polymerizable ionic compounds and combinations thereof.

13. The device of claim 1 wherein said pendant groups further comprise at least one second pendant group selected from the group consisting lauryl methacrylate, butyl methacrylate, isopropyl methacrylate, methyl methacrylate, phenyl methacrylate, hydroxyethyl methacrylate, methacrylic acid, glycerol monomethacrylate, hydroxyethyl methacrylamide, 2-(-4-morpholinyl)ethyl methacrylate, morpholinyl methacrylamide, 2-(N,N-dimethylamino)ethyl methacrylate, dimethylacrylamide, N-vinyl pyrrolidone, N-vinyl-N-methylacetamide, styrene sulfonate, sodium 2-acrylamido-2-methyl-1-propanesulfonate, sulfopropylacrylamide and combinations thereof.

14. The ophthalmic device of claim 1 wherein said water soluble polymer is entrapped in said polymer matrix without substantial covalent bonding.

Assignees

• Molock Frank
• Lorenz Kathrine Osborn
• Mahadevan Shivkumar
• Johnson & Johnson Vision Care

Inventors

• Molock Frank
• Lorenz Kathrine Osborn
• Mahadevan Shivkumar

Classifications

• A61P27/04

  Artificial tears; Irrigation solutions · CPC title

• G02B1/043

  Contact lenses · CPC title

• G02B1/041 Primary

  Lenses · CPC title

• A61K9/0048 Primary

  Eye, e.g. artificial tears · CPC title

• A61K31/78

  of acrylic acid or derivatives thereof · CPC title