# US 10,871,595 B2 · Polymers and nanogel materials and methods for making and using the same

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 10,871,595 B2
- Document ID: US10871595B2
- Status: Granted
- Kind: B2
- Application number: 16/659,633
- Filed: 2019-10-22
- Published: 2020-02-13
- Granted: 2020-12-22
- Earliest claimed: 2012-05-25
- Assignees: Johnson & Johnson Vision Care, Inc.
- Applicants: Johnson & Johnson Vision Care, Inc.
- Inventors: Charles W. Scales; Kevin P. McCabe; Brent Matthew Healy
- Web page: https://patentgrep.com/patent/US10871595B2

## CPC

- G02B 1/043: {Contact lenses}
- B82Y 30/00: Nanotechnology for materials or surface science, e.g. nanocomposites
- C08F 293/005: {using free radical "living" or "controlled" polymerisation, e.g. using a complexing agent}
- C08J 7/00: Chemical treatment or coating of shaped articles made of macromolecular substances (coating with metallic material C23C; electrolytic deposition of metals C25)
- C08L 53/00: Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
- G02B: OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- B82Y: SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08J: WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H (working, e.g. shaping, of plastics B29)
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)

## Abstract

Provided are compositions comprising a block copolymer of the following formula: [A]-B-[Q], wherein [A] is a polymer that has an affinity for a substrate; B is a linking group comprising an optionally-substituted, polyvalent linking group having a molecular weight of no more than 1000 g/mole; and [Q] comprises a semi-crosslinked, ungelled polymer derived from copolymerization of an ethylenically unsaturated monomer with a poly-functional ethylenically unsaturated monomer. Such block copolymers are cross-linked via the [Q] segment, but not macroscopically gelled. The [Q] segment is hydrophilic and has a degree of polymerization in the range of about 10 to about 10,000. The [A] segment is located on at least one terminal end of said block copolymer, comprises between about 1 and about 200 repeating units. The block copolymer is associated, via the linear substrate associative segment with a surface comprising at least one hydrophobic site, such as a silicone hydrogel. The polymers may be incorporated into a formulation from which the silicone hydrogel is made or may be contacted with the silicone hydrogel post-formation.

## Claims

### Claim 1

An ophthalmic solution comprising at least one stable block copolymer that is cross-linked but not macroscopically gelled comprising in said polymer's backbone, a hydrophilic segment having a degree of polymerization in the range of about 10 to about 10,000, and a linear substrate associative segment on at least one terminal end of said polymer, wherein said linear substrate associative segment comprises between about 1 and about 200 siloxy units, wherein said block copolymer is present in an amount effective to reduce lipid uptake of an ophthalmic device contacted with said solution and said ophthalmic solution is transparent.

### Claim 2 (depends on 1)

The ophthalmic solution of claim 1 wherein said hydrophilic segment has a cross-linker to primary chain molar ratio in the range of about 0.01 to about 1.5.

### Claim 3 (depends on 1)

The ophthalmic solution of claim 1 wherein said at least one stable block copolymer comprises 6 to 60 siloxy repeat units.

### Claim 4 (depends on 3)

The ophthalmic solution of claim 3 wherein said at least one stable block copolymer comprises 6 to 20 siloxy repeat units.

### Claim 5 (depends on 1)

The ophthalmic solution of claim 1 wherein said at least one stable block copolymer is present in an amount in the range of about 0.005 and about 2 weight %.

### Claim 6 (depends on 5)

The ophthalmic solution of claim 5 wherein said at least one stable block copolymer is present in an amount in the range of about 0.01 and about 0.5 weight %.

### Claim 7 (depends on 1)

The ophthalmic solution of claim 1 wherein said hydrophilic segment of said block copolymer has a degree of polymerization in the range of about 50 to about 1,000.

### Claim 8 (depends on 7)

The ophthalmic solution of claim 7 wherein said hydrophilic segment of said block copolymer has a degree of polymerization in the range of about 100 to about 500.

### Claim 9 (depends on 1)

The ophthalmic solution of claim 1 wherein the hydrophilic segment and the linear substrate associative segment comprising a linear silicone segment are present in said block copolymer in a weight ratio, based upon the degree of polymerization, in the range of about 1:1 to about 500:1.

### Claim 10 (depends on 9)

The ophthalmic solution of claim 9 wherein the weight ratio of the hydrophilic segment to the linear silicone segment, based upon degree of polymerization is in the range of about 1:1 to about 200:1.

### Claim 11 (depends on 1)

The ophthalmic solution of claim 1 wherein said ophthalmic device is a contact lens formed from a reaction mixture comprising at least one hydrophobic component.

### Claim 12 (depends on 2)

The ophthalmic solution of claim 2 where said contact lens comprises a silicone hydrogen.

### Claim 13 (depends on 12)

The ophthalmic solution of claim 12 wherein said contact lens is uncoated.
